Biphenyl-1,1',2,2'-tetraol - Compound Card

Biphenyl-1,1',2,2'-tetraol

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Biphenyl-1,1',2,2'-tetraol

Structure
Zoomed Structure
  • Family: Plantae - Salicaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles Oc1ccc(cc1O)c1ccc(c(c1)O)O
InChI InChI=1S/C12H10O4/c13-9-3-1-7(5-11(9)15)8-2-4-10(14)12(16)6-8/h1-6,13-16H
InChIKey MZEFNGQKJROKHS-UHFFFAOYSA-N
Formula C12H10O4
HBA 4
HBD 4
MW 218.21
Rotatable Bonds 1
TPSA 80.92
LogP 2.18
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 218.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Flacourtia rukam Salicaceae Plantae 1085434

Showing of synonyms

  • Afifi N.I, Moawad A.S, et al. (2022). Four new phenolics and antiparasitic secondary metabolites from Flacourtia rukam Zoll. & Mortizi. Natural product research, 2022, 36(14), 3626-3637. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c2ccccc2

Level: 1

Mol. Weight: 218.21 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 218.21 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.760
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.23

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.480
Plasma Protein Binding
58.01
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
8.800
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.130
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.640
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.780
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.610
Rat (Acute)
2.110
Rat (Chronic Oral)
3.110
Fathead Minnow
4.100
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
395.270
Hydration Free Energy
-11.180
Log(D) at pH=7.4
2.090
Log(P)
1.91
Log S
-1.7
Log(Vapor Pressure)
-6.63
Melting Point
290.64
pKa Acid
7.41
pKa Basic
9.59
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9669
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.9553
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9444
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9436
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9424
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.9408
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9397
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.9393
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.9351
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 4 0.9277
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.9264
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9243
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9220
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9207
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 4 0.9125
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9094
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9042
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9039
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9008
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8901
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8880
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8861
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 4 0.8853
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8816
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8792
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8792
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8764
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8746
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8716
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8697
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8693
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8690
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8688
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8666
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8635
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.8627
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.8623
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8623
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8590
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8581
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8535
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8534
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8523
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8521
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8517
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.8507
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8501
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8500
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8468
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8466
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8449
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8441
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8422
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8404
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8390
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8386
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8361
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8361
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8360
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8349
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8313
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.8274
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.8225
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8190
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8186
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8184
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8140
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8138
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8130
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.8116
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8088
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8061
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 4 0.8054
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8043
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 3 0.8032
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8028
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8024
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8016
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8013
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7999
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7996
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7973
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7953
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7929
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7886
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7872
Biphenyl-2,3-diol 1,2-dioxygenase P47228 BPHC_PARXL Paraburkholderia xenovorans 3 0.7849
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7848
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7846
Putative cytochrome P450 Q70AS3 Q70AS3_STRPE Streptomyces peucetius 4 0.7816
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7813
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7805
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7796
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7787
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7784
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7778
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7774
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7772
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7748
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7737
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7703
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 3 0.7699
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7682
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7668
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7659
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7654
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7648
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7641
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7640
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7638
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.7630
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 2 0.7606
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7606
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7602
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7599
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7596
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7594
Type II methyltransferase M.RsrI P14751 MTR1_RHOSH Cereibacter sphaeroides 4 0.7575
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7575
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7566
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7550
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7541
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7537
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 4 0.7536
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7511
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7493
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7485
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 3 0.7484
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7480
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 2 0.7477
Tyrosine 3-monooxygenase P04177 TY3H_RAT Rattus norvegicus 3 0.7473
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7469
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7468
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7459
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7445
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7440
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7438
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7429
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7429
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7426
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 3 0.7425
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7410
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7410
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7410
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7410
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7405
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7405
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7404
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7389
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7383
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7378
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7378
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7369
HLA class I histocompatibility antigen, B alpha chain P01889 HLAB_HUMAN Homo sapiens 3 0.7368
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7366
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7357
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7352
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7346
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7342
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7342
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7341
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7340
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7339
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7339
Bifunctional dihydrofolate reductase-thymidylate synthase D9N170 D9N170_PLAFA Plasmodium falciparum 3 0.7328
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7325
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7323
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7318
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7316
KaiC domain-containing protein O57925 O57925_PYRHO Pyrococcus horikoshii 3 0.7314
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7308
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7303
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 3 0.7302
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7302
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7300
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7296
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7295
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7293
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7288
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7285
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7283
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7280
Beta-glucosidase Q8T0W7 Q8T0W7_9NEOP Neotermes koshunensis 3 0.7274
Glutamate receptor 2 P42262 GRIA2_HUMAN Homo sapiens 2 0.7270
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7269
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7264
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7258
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.7255
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7246
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7242
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 2 0.7237
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7236
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7236
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7229
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7224
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7223
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7221
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7221
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7218
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7215
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7214
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7213
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7211
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7206
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7200
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7198
Hypoxanthine-guanine-xanthine phosphoribosyltransferase Q26997 HGXR_TOXGO Toxoplasma gondii 5 0.7194
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7191
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7189
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7187
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7183
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7183
Bifunctional protein GAL10 P04397 GAL10_YEAST Saccharomyces cerevisiae 4 0.7182
Pyrimidine-specific ribonucleoside hydrolase RihB P33022 RIHB_ECOLI Escherichia coli 4 0.7181
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 4 0.7180
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7174
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7170
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7168
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7167
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 3 0.7167
Resveratrol synthase Q9SLV5 Q9SLV5_ARAHY Arachis hypogaea 3 0.7165
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7143
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7137
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7137
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7136
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7131
Diguanylate phosphodiesterase A6T8V8 A6T8V8_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 4 0.7130
Nucleoside diphosphate kinase B P22392 NDKB_HUMAN Homo sapiens 4 0.7130
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7130
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7126
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 2 0.7126
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7122
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7121
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7121
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7115
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7113
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7112
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7109
Leucine--tRNA ligase P07813 SYL_ECOLI Escherichia coli 3 0.7106
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7104
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7099
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7095
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7093
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7090
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7089
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7088
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7086
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7085
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7083
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7079
Dihydrofolate reductase O30463 O30463_MYCAV Mycobacterium avium 3 0.7078
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7078
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 3 0.7069
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7068
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7066
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 4 0.7062
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7058
Angiopoietin-1 receptor Q02763 TIE2_HUMAN Homo sapiens 3 0.7057
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7053
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7053
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7049
N-acetylhexosamine 1-kinase E8MF12 NAHK_BIFL2 Bifidobacterium longum subsp. longum 3 0.7048
Ribosomal RNA small subunit methyltransferase Nep1 Q57977 NEP1_METJA Methanocaldococcus jannaschii 3 0.7048
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7047
GTP 3',8-cyclase P69848 MOAA_STAA8 Staphylococcus aureus 3 0.7044
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7043
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7037
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7030
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7030
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.7030
(RS)-norcoclaurine 6-O-methyltransferase Q5C9L7 6OMT_THLFG Thalictrum flavum subsp. glaucum 3 0.7028
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7028
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7027
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7023
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7021
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7020
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7020
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7018
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7016
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7016
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7015
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7012
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7011
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7008

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