2-hydroxy-5-methoxyxanthone - Compound Card

2-hydroxy-5-methoxyxanthone

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2-hydroxy-5-methoxyxanthone

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Xanthone
Canonical Smiles COc1cccc2c1oc1ccc(cc1c2=O)O
InChI InChI=1S/C14H10O4/c1-17-12-4-2-3-9-13(16)10-7-8(15)5-6-11(10)18-14(9)12/h2-7,15H,1H3
InChIKey CBMAAZVYXIBRLC-UHFFFAOYSA-N
Formula C14H10O4
HBA 4
HBD 1
MW 242.23
Rotatable Bonds 1
TPSA 59.67
LogP 2.66
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.07
Exact Mass 242.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hypericum roeperianum Guttiferae Plantae —
2 Hypericum roeperianum Hypericaceae Plantae —
3 Hypericum roeperianum Hypericaceae Plantae —

Showing of synonyms

  • Damen F, Demgne OMF, et al. (2021). A new polyketide from the bark of Hypericum roeperianum Schimp. (Hypericaceae).. Natural product research,2021, 35(14), 2381-2387. [View] [PubMed]
  • Guefack MF, Damen F, et al. (2020). Cytotoxic Constituents of the Bark of Hypericum roeperianum towards Multidrug-Resistant Cancer Cells.. Evidence-based complementary and alternative medicine : eCAM,2020, 2020, 4314807. [View] [PubMed]
  • Damen F, Simo Mpetga JD, et al. (2022). Roeperone A, a new tetraoxygenated xanthone and other compounds from the leaves of Hypericum roeperianum Schimp. (Hypericaceae).. Natural product research,2022, 36(8), 2071-2077. [View] [PubMed]
Pubchem: 156048
Nmrshiftdb2: 70016928

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc3c(c2=O)cccc3

Level: 0

Mol. Weight: 242.23 g/mol

Antibacterial

Absorption

Caco-2 (logPapp)
-4.74
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.220
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.78

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.350
Plasma Protein Binding
77.22
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-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
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
1.320
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.650
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.700
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.030
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.630
Rat (Acute)
1.920
Rat (Chronic Oral)
2.180
Fathead Minnow
4.720
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
392.080
Hydration Free Energy
-10.540
Log(D) at pH=7.4
2.180
Log(P)
2.7
Log S
-3.8
Log(Vapor Pressure)
-6.81
Melting Point
206.44
pKa Acid
6.78
pKa Basic
1.86
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.9468
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9300
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.9222
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.9218
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9192
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9188
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9181
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.9151
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.9116
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9021
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.9007
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8979
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8957
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.8934
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8915
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8908
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8883
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8841
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8823
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8818
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8789
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8788
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8764
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.8713
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8696
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8666
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8666
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8635
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8632
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8622
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.8622
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8621
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8580
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8524
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8469
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8456
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8431
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 3 0.8420
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8272
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.8267
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8250
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8240
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8211
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8148
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8123
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8081
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8080
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8078
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8066
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.8061
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8050
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8047
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8045
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.8031
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.8031
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8002
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7987
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7967
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7935
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7932
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7928
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7913
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7902
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7889
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7877
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7850
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7847
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7833
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7762
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7747
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7738
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7727
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7723
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7719
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7717
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7677
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7670
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7637
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7635
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7601
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7589
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7579
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7573
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7570
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7562
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7550
Dihydrofolate reductase Q83AB2 Q83AB2_COXBU Coxiella burnetii 3 0.7547
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7546
Hexokinase-4 P35557 HXK4_HUMAN Homo sapiens 3 0.7541
Envelope glycoprotein gp160 Q0ED31 Q0ED31_9HIV1 Human immunodeficiency virus 1 3 0.7533
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7521
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7514
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7510
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7509
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7491
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7474
Exotoxin A P11439 TOXA_PSEAE Pseudomonas aeruginosa 3 0.7472
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 4 0.7470
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7468
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7460
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7452
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7441
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7440
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7432
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7432
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7429
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7422
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7413
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7398
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7396
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7392
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7391
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7384
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7376
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7374
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7373
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7369
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 3 0.7354
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7354
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7348
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7343
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7342
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7337
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7335
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7333
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7333
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 2 0.7312
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7310
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7308
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7306
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7302
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7301
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7300
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7296
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7295
Nitroreductase domain-containing protein Q8DW21 Q8DW21_STRMU Streptococcus mutans serotype c 3 0.7293
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7293
Dihydroorotate dehydrogenase (quinone), mitochondrial Q02127 PYRD_HUMAN Homo sapiens 3 0.7292
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7287
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7279
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7278
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7276
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7275
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7272
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7261
Tubulin alpha chain A0A0R4I993 A0A0R4I993_SUSBA Sus barbatus 3 0.7260
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7257
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7256
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7251
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7245
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7241
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7239
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7224
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 3 0.7223
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7222
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7219
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7214
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7214
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7212
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7200
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7199
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7196
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7190
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7189
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7183
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7178
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7178
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7175
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 4 0.7174
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.7174
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7163
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7158
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7152
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7151
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7150
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 3 0.7149
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7142
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 3 0.7141
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7133
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7123
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7122
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7122
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7111
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7109
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7100
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7095
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7086
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7085
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7085
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7081
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7077
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7076
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7076
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7075
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7070
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7064
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7059
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7056
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7055
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7052
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7035
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 2 0.7032
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 2 0.7025
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7019
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7018
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7018
Bifunctional dihydrofolate reductase-thymidylate synthase A7UD81 A7UD81_PLAFA Plasmodium falciparum 3 0.7016
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7012
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7007
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7007
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7001

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