2‘,4‘-dihydroxy-3‘-methoxy-3,4-methylenedioxy-8-hydroxymethylene dihydrochalcone - Compound Card

2‘,4‘-dihydroxy-3‘-methoxy-3,4-methylenedioxy-8-hydroxymethylene dihydrochalcone

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2‘,4‘-dihydroxy-3‘-methoxy-3,4-methylenedioxy-8-hydroxymethylene dihydrochalcone

Structure
Zoomed Structure
  • Family: Plantae - Dracaenaceae
  • Kingdom: Plantae
  • Class: Chalcone
    • Subclass: Dihydrochalcone
Canonical Smiles OCC(C(=O)c1ccc(c(c1O)OC)O)Cc1ccc2c(c1)OCO2
InChI InChI=1S/C18H18O7/c1-23-18-13(20)4-3-12(17(18)22)16(21)11(8-19)6-10-2-5-14-15(7-10)25-9-24-14/h2-5,7,11,19-20,22H,6,8-9H2,1H3
InChIKey QCFWWXPUKOYGIT-UHFFFAOYSA-N
Formula C18H18O7
HBA 7
HBD 3
MW 346.34
Rotatable Bonds 6
TPSA 105.45
LogP 1.87
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.28
Exact Mass 346.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sansevieria cylindrica Dracaenaceae Plantae 13668

Showing of synonyms

  • Raslan M, Melek F, et al. (2017). New cytotoxic dihydrochalcone and steroidal saponins from the aerial parts of Sansevieria cylindrica Bojer ex Hook.. Phytochemistry Letters, 2017, 22, 39-43. [View]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)CCc(c2)ccc(c23)OCO3

Level: 1

Mol. Weight: 346.34 g/mol

Structure

SMILES: O1COc(c12)cccc2

Level: 0

Mol. Weight: 346.34 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 346.34 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-5.06
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.880
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.060
Plasma Protein Binding
68.28
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
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.550
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.700
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.990
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.610
Micronucleos
Toxic
NR-AhR
Toxic
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
1.320
Rat (Acute)
2.160
Rat (Chronic Oral)
2.910
Fathead Minnow
4.170
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
425.100
Hydration Free Energy
-9.820
Log(D) at pH=7.4
2.400
Log(P)
2.16
Log S
-4.02
Log(Vapor Pressure)
-7.56
Melting Point
138.56
pKa Acid
6.34
pKa Basic
2.49
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9653
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9363
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9325
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9305
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.9270
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9259
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9246
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9124
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9073
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9065
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.9029
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9026
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.8969
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8956
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8934
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8925
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8915
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8899
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8871
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8868
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8855
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8843
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.8836
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8826
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8822
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8811
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8800
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8778
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8740
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8739
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8738
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8708
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8678
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8652
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8623
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8614
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8612
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8606
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8606
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8581
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8573
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8560
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8550
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8535
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8512
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 4 0.8498
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.8458
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8452
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8450
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8431
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8405
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8381
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8372
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8368
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8368
Matrilysin P09237 MMP7_HUMAN Homo sapiens 4 0.8367
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.8353
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8344
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8335
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8326
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 4 0.8324
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8319
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8317
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8311
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.8290
Purine nucleoside phosphorylase B9JYS2 B9JYS2_AGRVS Agrobacterium vitis 4 0.8281
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8270
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8269
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8266
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8264
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 4 0.8242
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8212
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.8207
Purine nucleoside phosphorylase Q8DTU4 Q8DTU4_STRMU Streptococcus mutans serotype c 4 0.8207
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8207
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8200
D-amino-acid oxidase P14920 OXDA_HUMAN Homo sapiens 5 0.8191
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8185
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8172
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8172
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8144
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.8140
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8127
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8124
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8115
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8112
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8090
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8083
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8076
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8075
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8069
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8040
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8037
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8024
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.8020
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8016
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8011
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8011
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8008
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8008
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8004
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8000
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7996
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.7994
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7988
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7981
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7981
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7981
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7969
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7966
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7961
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7959
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7953
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 3 0.7949
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7935
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7931
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7926
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7923
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7909
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 4 0.7901
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7900
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7900
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7881
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7870
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7846
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7839
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7830
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7826
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7826
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7812
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 4 0.7810
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7806
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7801
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7800
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7797
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.7793
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7775
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7774
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7756
S-methyl-5'-thioinosine phosphorylase Q9HZK1 MTIP_PSEAE Pseudomonas aeruginosa 4 0.7755
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7736
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7727
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7717
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7712
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7708
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7704
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7696
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7683
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7679
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7674
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7666
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7660
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7644
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.7635
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7634
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7628
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7627
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7613
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7611
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 4 0.7609
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7609
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7604
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7584
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7579
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7577
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7574
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7573
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.7568
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7565
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7562
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7561
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7553
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7551
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7534
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7532
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7524
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7521
clade A/E 93TH057 HIV-1 gp120 core A0A0M3KKW9 A0A0M3KKW9_9HIV1 Human immunodeficiency virus 1 3 0.7521
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7517
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7513
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7505
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7505
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7502
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7500
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7500
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7500
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7495
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7495
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7494
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7490
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7490
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7489
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7489
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7488
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7475
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.7471
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7462
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 4 0.7450
Uncharacterized protein MJ1225 Q58622 Y1225_METJA Methanocaldococcus jannaschii 4 0.7447
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7446
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7443
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7439
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7438
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7435
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.7433
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7429
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7429
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7427
Mitogen-activated protein kinase 1 P63086 MK01_RAT Rattus norvegicus 3 0.7424
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.7424
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7419
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7413
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7403
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7399
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7399
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7398
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7395
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7391
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7387
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7379
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7368
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7365
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7362
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7360
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7352
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7349
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7348
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7340
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7339
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7333
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7332
Phosphoribosylaminoimidazole-succinocarboxamide synthase Q5L3D5 Q5L3D5_GEOKA Geobacillus kaustophilus 4 0.7329
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7325
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7313
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7311
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7306
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7304
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 3 0.7302
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7296
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7295
Nitric oxide synthase, inducible P35228 NOS2_HUMAN Homo sapiens 3 0.7292
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7285
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7284
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 3 0.7282
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7282
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7278
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7274
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7270
Macrophage colony-stimulating factor 1 receptor P07333 CSF1R_HUMAN Homo sapiens 3 0.7269
Flavonoid 3-O-glucosyltransferase A6XNC6 UGFGT_MEDTR Medicago truncatula 3 0.7266
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7261
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7256
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7252
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7252
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7251
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7251
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7242
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7237
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7237
Interstitial collagenase P03956 MMP1_HUMAN Homo sapiens 3 0.7235
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7233
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7231
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7230
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7225
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7221
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7220
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7219
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7206
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7199
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7197
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7197
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7196
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7193
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7188
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 3 0.7173
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7170
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7169
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7168
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7148
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7146
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7146
Casein kinase II subunit alpha P15790 CSK21_YEAST Saccharomyces cerevisiae 4 0.7140
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7136
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7133
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7131
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7130
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7129
Gag-Pol polyprotein P0C6F2 POL_HV1LW Human immunodeficiency virus type 1 group M subtype B 3 0.7127
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7126
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7126
NAD(P) transhydrogenase subunit alpha part 1 Q2RSB2 PNTAA_RHORT Rhodospirillum rubrum 3 0.7126
L-lactate dehydrogenase Q5SJA1 LDH_THET8 Thermus thermophilus 3 0.7122
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7122
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 4 0.7121
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7117
3-hydroxyisobutyryl-CoA hydrolase, mitochondrial Q6NVY1 HIBCH_HUMAN Homo sapiens 3 0.7114
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7105
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7103
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7098
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 2 0.7098
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7093
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7093
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7092
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7090
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 4 0.7087
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7086
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7083
Histone-lysine N-methyltransferase EHMT2 Q96KQ7 EHMT2_HUMAN Homo sapiens 3 0.7077
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7076
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7075
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 3 0.7069
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7068
Endoplasmic reticulum aminopeptidase 2 Q6P179 ERAP2_HUMAN Homo sapiens 2 0.7066
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7064
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7060
4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase 1, chloroplastic P49235 HGGL1_MAIZE Zea mays 2 0.7060
Type IV pilus retractation ATPase PilT P24559 PILT_PSEAE Pseudomonas aeruginosa 3 0.7058
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7055
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7054
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7051
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 4 0.7050
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7048
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7047
[LysW]-aminoadipate kinase O50147 LYSZ_THET2 Thermus thermophilus 3 0.7046
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7046
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7046
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7039
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7037
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7037
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7036
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7032
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7028
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7027
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7025
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7025
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7018
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7016
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7014
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7014
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7012
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7011
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7008
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7007
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7007
Albumin P02768 ALBU_HUMAN Homo sapiens 4 0.7003

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