3-(1-methoxy-4-pentylphenyl)-7-(1-methoxy-4-propylphenyl)-5′′-phenyl-6′′-(hydroxymethyl)-5′′,6′′ dihydro [1,4] dioxino[2′′,3′′:3′,4′] flavan - Compound Card

3-(1-methoxy-4-pentylphenyl)-7-(1-methoxy-4-propylphenyl)-5′′-phenyl-6′′-(hydroxymethyl)-5′′,6′′ dihydro [1,4] dioxino[2′′,3′′:3′,4′] flavan

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3-(1-methoxy-4-pentylphenyl)-7-(1-methoxy-4-propylphenyl)-5′′-phenyl-6′′-(hydroxymethyl)-5′′,6′′ dihydro [1,4] dioxino[2′′,3′′:3′,4′] flavan

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavanolignan
Canonical Smiles CCCCCc1ccc(cc1)CO[C@H]1Cc2c(O)cc(cc2OC1c1ccc2c(c1)O[C@H]([C@@H](O2)c1ccccc1)CO)OCc1ccc(cc1)CCC
InChI InChI=1S/C46H50O7/c1-3-5-7-11-32-16-20-34(21-17-32)30-50-43-27-38-39(48)25-37(49-29-33-18-14-31(10-4-2)15-19-33)26-41(38)53-46(43)36-22-23-40-42(24-36)51-44(28-47)45(52-40)35-12-8-6-9-13-35/h6,8-9,12-26,43-48H,3-5,7,10-11,27-30H2,1-2H3/t43-,44-,45-,46?/m0/s1
InChIKey HLJZXLOMWYQMPF-AQFTZDJQSA-N
Formula C46H50O7
HBA 7
HBD 2
MW 714.9
Rotatable Bonds 15
TPSA 86.61
LogP 9.79
Number Rings 7
Number Aromatic Rings 5
Heavy Atom Count 53
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 714.36
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Newtonia griffoniana Leguminosae/Fabaceae Plantae 148736

Showing of synonyms

  • Kinyok MJ, Bonnet S, et al. (2017). A new flavanolignan and a new alkane from the Stem bark of Newtonia griffoniana.. Natural product research,2017, 31(19), 2233-2238. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1COc(cc2)cc(c23)OC(C(C3)OCc4ccccc4)c(c5)ccc(c56)OC(CO6)c7ccccc7

Level: 4

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1ccccc1COc(cc2)cc(c23)OC(c(c4)ccc(c45)OCCO5)C(C3)OCc6ccccc6

Level: 3

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1ccccc1COc(cc2)cc(c23)OC(CC3)c(c4)ccc(c45)OC(CO5)c6ccccc6

Level: 3

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1ccccc1COC(C2)C(Oc(c23)cccc3)c(c4)ccc(c45)OC(CO5)c6ccccc6

Level: 3

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1ccccc1COc(cc2)cc(c23)OC(CC3)c(c4)ccc(c45)OCCO5

Level: 2

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1ccccc1COC(C2)C(Oc(c23)cccc3)c(c4)ccc(c45)OCCO5

Level: 2

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1ccccc1COc(cc2)cc(c23)OCC(C3)OCc4ccccc4

Level: 2

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1cccc(c12)OC(CC2)c(c3)ccc(c34)OC(CO4)c5ccccc5

Level: 2

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1cccc(c12)OC(CC2)c(c3)ccc(c34)OCCO4

Level: 1

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1ccccc1COc(cc2)cc(c23)OCCC3

Level: 1

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1ccccc1COC(C2)COc(c23)cccc3

Level: 1

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1cccc(c12)OCC(O2)c3ccccc3

Level: 1

Mol. Weight: 714.9 g/mol

Structure

SMILES: O1CCOc(c12)cccc2

Level: 0

Mol. Weight: 714.9 g/mol

Structure

SMILES: C1CCOc(c12)cccc2

Level: 0

Mol. Weight: 714.9 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 714.9 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.48
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
24.41
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
3818.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.99
Plasma Protein Binding
99.15
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
8.92
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-91.88
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.14
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.46
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
-6934942.36
Rat (Acute)
2.33
Rat (Chronic Oral)
2.47
Fathead Minnow
8761.99
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
776472.31
Hydration Free Energy
-2.92
Log(D) at pH=7.4
6.63
Log(P)
10.91
Log S
-6.18
Log(Vapor Pressure)
-25502.09
Melting Point
116.37
pKa Acid
-142.08
pKa Basic
4.5
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9697
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.9629
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.9530
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.9468
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.9434
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9323
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9288
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.9237
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.9215
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.9193
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.9156
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.9145
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9114
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.9056
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9035
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8964
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8948
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8927
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8916
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8875
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8836
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8796
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8794
Carbonic anhydrase 13 Q8N1Q1 CAH13_HUMAN Homo sapiens 3 0.8768
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8765
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8717
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8693
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8628
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8620
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8585
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.8530
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8522
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8515
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8509
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8487
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8424
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8408
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8404
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8403
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8383
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8361
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8356
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8347
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8310
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8308
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8304
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8277
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8271
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8267
Envelope glycoprotein gp160 Q0ED31 Q0ED31_9HIV1 Human immunodeficiency virus 1 3 0.8254
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8247
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8240
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8225
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8220
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8200
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.8196
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.8191
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8185
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8176
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8172
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.8165
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8154
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8147
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8137
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8127
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8118
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8106
Antitumor antibiotic C-1027 apoprotein Q06110 CAGA_STRGL Streptomyces globisporus 2 0.8097
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8092
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.8087
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8080
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8050
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8050
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8043
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.8038
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8027
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8025
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8018
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8007
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8003
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7980
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7964
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.7946
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7946
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7945
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7944
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7941
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7933
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7930
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7929
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7918
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7915
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7909
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 2 0.7909
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7907
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7906
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 4 0.7901
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7891
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7889
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7884
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7881
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7878
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7874
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7871
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7869
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7864
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7862
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7862
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7862
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7855
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7852
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7850
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7844
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 2 0.7836
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7834
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7828
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7826
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7824
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7820
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7814
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7813
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7791
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7791
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7789
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7787
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7786
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7784
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7782
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7779
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7771
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 2 0.7770
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7759
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7753
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7749
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7745
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7739
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7734
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7734
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7733
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7724
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7722
Albumin P14639 ALBU_SHEEP Ovis aries 2 0.7719
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7719
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7717
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7717
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7712
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7698
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7693
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7690
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7680
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7673
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7667
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7659
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7651
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7636
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 2 0.7628
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7623
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7619
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7614
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7611
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7610
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7600
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7599
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7591
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7588
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7583
Indole-3-glycerol phosphate synthase P9WFX7 TRPC_MYCTU Mycobacterium tuberculosis 2 0.7581
Aminoglycoside 3'-phosphotransferase P0A3Y5 KKA3_ENTFL Enterococcus faecalis 2 0.7577
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7577
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7570
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7570
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7565
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7553
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7547
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7547
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7546
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7526
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7522
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7521
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7521
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7520
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7517
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 2 0.7517
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 0.7516
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7508
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7508
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7507
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7497
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7494
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7493
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7493
Interstitial collagenase P03956 MMP1_HUMAN Homo sapiens 3 0.7483
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7477
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7466
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7456
Serine/threonine-protein kinase TBK1 Q9UHD2 TBK1_HUMAN Homo sapiens 3 0.7456
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7451
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7449
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7446
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7444
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 2 0.7438
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7435
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7429
Carnitine O-palmitoyltransferase 2, mitochondrial P18886 CPT2_RAT Rattus norvegicus 2 0.7428
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7428
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7417
Macrophage colony-stimulating factor 1 receptor P07333 CSF1R_HUMAN Homo sapiens 3 0.7416
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7414
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7409
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7407
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7395
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7376
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7362
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7362
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7357
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7356
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7356
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7347
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 2 0.7346
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7344
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7344
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7342
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7341
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7338
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7337
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.7334
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7314
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7314
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7311
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7306
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7304
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7303
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7298
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7297
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.7296
Cystathionine gamma-synthase P56069 METB_HELPY Helicobacter pylori 3 0.7294
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7290
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7286
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7279
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7277
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7277
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7277
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7270
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7268
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7268
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7264
Stimulator of interferon genes protein Q86WV6 STING_HUMAN Homo sapiens 3 0.7261
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 2 0.7258
Phosphatidylinositol 3-kinase catalytic subunit type 3 Q8NEB9 PK3C3_HUMAN Homo sapiens 3 0.7254
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7253
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7252
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7248
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 2 0.7246
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7237
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7236
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7232
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7232
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7231
High affinity nerve growth factor receptor P04629 NTRK1_HUMAN Homo sapiens 3 0.7229
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7217
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7214
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7212
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 2 0.7212
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7210
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7203
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7195
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7192
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7189
Cyclic GMP-AMP synthase Q8C6L5 CGAS_MOUSE Mus musculus 3 0.7185
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7185
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7185
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7177
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7176
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7173
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7172
Serine/threonine-protein kinase TBK1 Q9UHD2 TBK1_HUMAN Homo sapiens 3 0.7171
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7171
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 2 0.7171
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7169
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7168
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7165
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7153
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7153
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7150
Ribonuclease 4 P15468 RNAS4_PIG Sus scrofa 2 0.7150
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase O33877 FABA_PSEAE Pseudomonas aeruginosa 2 0.7145
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 3 0.7137
LD-carboxypeptidase A0A6L8PVW7 A0A1Q4LWC0_BACAN Bacillus anthracis 3 0.7133
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7132
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7125
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 2 0.7113
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7112
Annexin A5 P08758 ANXA5_HUMAN Homo sapiens 2 0.7112
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7109
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7106
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 2 0.7102
Nickel-binding periplasmic protein P33590 NIKA_ECOLI Escherichia coli 2 0.7101
Aurora kinase B-A Q6DE08 AUKBA_XENLA Xenopus laevis 3 0.7100
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7097
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7096
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7087
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 4 0.7087
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7086
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7086
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7085
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7082
Polyunsaturated fatty acid lipoxygenase ALOX15 P12530 LOX15_RABIT Oryctolagus cuniculus 2 0.7078
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7078
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7075
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7071
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7070
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7068
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7066
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7059
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7058
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 2 0.7057
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 4 0.7055
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7055
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7055
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 3 0.7052
Kelch-like ECH-associated protein 1 Q14145 KEAP1_HUMAN Homo sapiens 3 0.7052
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7051
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7049
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7048
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7048
Pyruvate kinase PKM P14618 KPYM_HUMAN Homo sapiens 3 0.7043
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 2 0.7043
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7042
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7037
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7035
Adenosine 5'-monophosphoramidase HINT1 P80912 HINT1_RABIT Oryctolagus cuniculus 2 0.7035
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7032
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7030
Class B acid phosphatase P0AE22 APHA_ECOLI Escherichia coli 2 0.7023
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7022
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7022
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7021
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7021
Protein mono-ADP-ribosyltransferase PARP15 Q460N3 PAR15_HUMAN Homo sapiens 3 0.7020
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7019
Beta-lactamase P00811 AMPC_ECOLI Escherichia coli 3 0.7017
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 3 0.7008
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7007
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7006
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 3 0.7001
Bifunctional adenosylcobalamin biosynthesis protein CobU Q05599 COBU_SALTY Salmonella typhimurium 4 0.7000

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