Dihydroprotopine - Compound Card

Dihydroprotopine

Select a section from the left sidebar

Dihydroprotopine

Structure
Zoomed Structure
  • Family: Plantae - Papaveraceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Isoquinoline Alkaloid
Canonical Smiles CN1CCc2cc3OCOc3cc2C(Cc2c(C1)c1OCOc1cc2)O
InChI InChI=1S/C20H21NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8,16,22H,4-6,9-11H2,1H3
InChIKey VVKPTQWGSHLYGL-UHFFFAOYSA-N
Formula C20H21NO5
HBA 6
HBD 1
MW 355.39
Rotatable Bonds 0
TPSA 60.39
LogP 2.41
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.4
Exact Mass 355.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Glaucium corniculatum Papaveraceae Plantae 1533087

Showing of synonyms

  • Al-Wakeel SAM, Moubasher MH, et al. (1995). Alkaloids from Glaucium corniculatum (L.) of Egyptian origin. Biochemical Systematics and Ecology,1995,23(3),337-338. [View]
Pubchem: 590687
Nmrshiftdb2: 60145469

No compound-protein relationship available.

Structure

SMILES: O1COc(c12)ccc3c2CNCCc4c(CC3)cc5c(c4)OCO5

Level: 0

Mol. Weight: 355.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.95
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.85

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.76
Plasma Protein Binding
52.22
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
17.35
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.61
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.69
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.5
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-6.54
Rat (Acute)
2.35
Rat (Chronic Oral)
1.12
Fathead Minnow
4.38
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
432.69
Hydration Free Energy
-5.85
Log(D) at pH=7.4
2.55
Log(P)
2.73
Log S
-3.01
Log(Vapor Pressure)
-10.62
Melting Point
153.11
pKa Acid
10.0
pKa Basic
8.32
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9362
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9362
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.9332
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.9332
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.9311
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.9311
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.9294
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.9294
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9270
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9270
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9242
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9242
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9107
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9107
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9102
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9102
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9018
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9018
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8991
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8991
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8982
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8982
Rifampin ADP-ribosyl transferase A0QRS5 A0QRS5_MYCS2 Mycolicibacterium smegmatis155) 4 0.8941
Rifampin ADP-ribosyl transferase A0QRS5 A0QRS5_MYCS2 Mycolicibacterium smegmatis155) 4 0.8941
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8926
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8926
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8924
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8924
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8895
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8895
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8883
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8883
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8875
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8875
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8870
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8870
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8839
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8839
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8814
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8814
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8795
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8795
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8746
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8746
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8717
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8717
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8691
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8691
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8663
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8663
Inorganic pyrophosphatase Q3JUV5 Q3JUV5_BURP1 Burkholderia pseudomallei 3 0.8654
Inorganic pyrophosphatase Q3JUV5 Q3JUV5_BURP1 Burkholderia pseudomallei 3 0.8654
Acidic mammalian chitinase Q9BZP6 CHIA_HUMAN Homo sapiens 3 0.8646
Acidic mammalian chitinase Q9BZP6 CHIA_HUMAN Homo sapiens 3 0.8646
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8634
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8634
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8625
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8625
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8594
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8594
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8574
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8574
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8555
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8555
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8551
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8551
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8545
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8545
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8516
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8516
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8477
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8477
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8450
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8450
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8438
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8438
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8433
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8433
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8396
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8396
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8339
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8339
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8299
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8299
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8248
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8248
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8207
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8207
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8181
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8181
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8175
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8175
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8168
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8168
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8130
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8130
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 3 0.8096
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 3 0.8096
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8084
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8084
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8071
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8071
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8053
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8053
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8046
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8046
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8040
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8040
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8038
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8038
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8035
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8035
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7988
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7988
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7980
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7980
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7961
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7961
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7946
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7946
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7944
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7944
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7926
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7926
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7899
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7899
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7897
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7897
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7879
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7879
Poly [ADP-ribose] polymerase tankyrase-1 O95271 TNKS1_HUMAN Homo sapiens 3 0.7849
Poly [ADP-ribose] polymerase tankyrase-1 O95271 TNKS1_HUMAN Homo sapiens 3 0.7849
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7818
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7818
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7800
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7800
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7793
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7793
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7775
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7775
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7768
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7768
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7722
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7722
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7718
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7718
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7701
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7701
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7698
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7698
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.7697
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.7697
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7687
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7687
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7671
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7671
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7669
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7669
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7661
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7661
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7653
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7653
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7632
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7632
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7626
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7626
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7624
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7624
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7618
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7618
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 4 0.7610
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 4 0.7610
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7609
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7609
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7608
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7608
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7601
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7601
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7601
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7601
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7600
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7600
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7596
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7596
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7591
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7591
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7574
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7574
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7572
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7572
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7569
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7569
Protein mono-ADP-ribosyltransferase PARP15 Q460N3 PAR15_HUMAN Homo sapiens 3 0.7558
Protein mono-ADP-ribosyltransferase PARP15 Q460N3 PAR15_HUMAN Homo sapiens 3 0.7558
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7555
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7555
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7555
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7555
Beta-lactamase P00811 AMPC_ECOLI Escherichia coli 3 0.7550
Beta-lactamase P00811 AMPC_ECOLI Escherichia coli 3 0.7550
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7532
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7532
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7520
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7520
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7517
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7517
L-lactate dehydrogenase Q5SJA1 LDH_THET8 Thermus thermophilus 3 0.7506
L-lactate dehydrogenase Q5SJA1 LDH_THET8 Thermus thermophilus 3 0.7506
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7495
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7495
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7492
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7492
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7489
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7489
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7482
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7482
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7476
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7476
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7472
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7472
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7459
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7459
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7453
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7453
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7453
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7453
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7446
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7446
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7436
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7436
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7422
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7422
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7418
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7418
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7414
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7414
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7391
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7391
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7376
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7376
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7375
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7375
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7371
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7371
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7355
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7355
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7345
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7345
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7334
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7334
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7319
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7319
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7300
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7300
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7285
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7285
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7280
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7280
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7269
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7269
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7267
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7267
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7264
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7264
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7262
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7262
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7262
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7262
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7243
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7243
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7239
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7239
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7225
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7225
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7221
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7221
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7203
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7203
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7200
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7200
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7199
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7199
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 3 0.7195
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 3 0.7195
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7189
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7189
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7187
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7187
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7186
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7186
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7180
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7180
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7163
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7163
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7159
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7159
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7156
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7156
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7148
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7148
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7141
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7141
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7139
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7139
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7136
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7136
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7135
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7135
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7131
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7131
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7123
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7123
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7112
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7112
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7103
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7103
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7102
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7102
Pyrimidine-specific ribonucleoside hydrolase RihB P33022 RIHB_ECOLI Escherichia coli 4 0.7101
Pyrimidine-specific ribonucleoside hydrolase RihB P33022 RIHB_ECOLI Escherichia coli 4 0.7101
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7100
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7100
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7086
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7086
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7084
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7084
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7074
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7074
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7059
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7059
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7057
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 3 0.7057
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 3 0.7057
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7057
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7055
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7055
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7047
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7047
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7046
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7046
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 3 0.7044
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7044
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7044
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 3 0.7044
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7041
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7041
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7039
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7039
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7034
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7034
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7034
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7034
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7031
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7031
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7025
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7025
NTPase P4 Q94M05 Q94M05_9VIRU Pseudomonas phage phi12 3 0.7022
NTPase P4 Q94M05 Q94M05_9VIRU Pseudomonas phage phi12 3 0.7022
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7018
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7018
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7015
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7015
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7014
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7014
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 4 0.7013
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 4 0.7013
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7008
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7008
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7003
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7003

Download SDF