3S-5,7-dihydroxy-(4′-hydroxy-3′-methoxybenzyl)-4-chromanone - Compound Card

3S-5,7-dihydroxy-(4′-hydroxy-3′-methoxybenzyl)-4-chromanone

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3S-5,7-dihydroxy-(4′-hydroxy-3′-methoxybenzyl)-4-chromanone

Structure
Zoomed Structure
  • Family: Plantae - Asparagaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1cc(ccc1O)C[C@H]1COc2c(C1=O)c(O)cc(c2)O
InChI InChI=1S/C17H16O6/c1-22-14-5-9(2-3-12(14)19)4-10-8-23-15-7-11(18)6-13(20)16(15)17(10)21/h2-3,5-7,10,18-20H,4,8H2,1H3/t10-/m0/s1
InChIKey CYYQUXXBVFGDHL-JTQLQIEISA-N
Formula C17H16O6
HBA 6
HBD 3
MW 316.31
Rotatable Bonds 3
TPSA 96.22
LogP 2.25
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 316.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rhodocodon cyathiformis Asparagaceae Plantae 2895820
2 Rhodocodon cryptopodus Asparagaceae Plantae 143572
3 Rhodocodon rotundus Asparagaceae Plantae 1069049

Showing of synonyms

  • Whitmore H, Sishtla K, et al. (2020). Bufadienolides and anti-angiogenic homoisoflavonoids from Rhodocodon cryptopodus, Rhodocodon rotundus and Rhodocodon cyathiformis. Fitoterapia, 2020, 141, 104479. [View]
Pubchem: 155814193

No compound-protein relationship available.

Structure

SMILES: c1ccccc1CC(C2=O)COc(c23)cccc3

Level: 1

Mol. Weight: 316.31 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 316.31 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 316.31 g/mol

Blocked migration
Tubule formation of hrecs

Absorption

Caco-2 (logPapp)
-4.73
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.870
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.86

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.150
Plasma Protein Binding
77.92
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
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.740
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.050
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.310
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.170
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
3.170
Rat (Acute)
2.110
Rat (Chronic Oral)
2.930
Fathead Minnow
4.180
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
435.260
Hydration Free Energy
-9.960
Log(D) at pH=7.4
2.570
Log(P)
2.03
Log S
-5.36
Log(Vapor Pressure)
-7.73
Melting Point
184.23
pKa Acid
6.75
pKa Basic
5.65
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9464
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9455
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9419
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9332
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9326
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9317
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.9274
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9214
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.9160
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.9073
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9029
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8992
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8989
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8961
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8875
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8831
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8830
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8822
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8804
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8749
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8704
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8697
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8689
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8684
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8663
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8660
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8621
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8596
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8578
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8578
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8572
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.8559
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8557
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8546
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8543
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8533
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.8530
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8512
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8504
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8488
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8470
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8460
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8451
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8447
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8437
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8432
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8417
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8412
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.8402
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8397
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8393
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8375
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8361
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8353
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 4 0.8351
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8344
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8343
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8307
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8293
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8256
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8251
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.8250
Calmodulin-domain protein kinase 1, putative A3FQ16 A3FQ16_CRYPI Cryptosporidium parvum 3 0.8245
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8236
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8229
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8205
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8203
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8202
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8199
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8187
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8174
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8153
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8145
Methionine adenosyltransferase 2 subunit beta Q9NZL9 MAT2B_HUMAN Homo sapiens 5 0.8144
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.8113
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8099
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8099
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8075
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8075
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8069
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.8062
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8059
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8020
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8009
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7985
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7981
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7973
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7962
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.7949
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7943
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7927
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7925
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7911
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7906
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7902
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.7889
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7884
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7872
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.7868
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7861
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7860
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7838
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7826
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7825
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7824
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7804
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7793
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7792
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7788
Calmodulin-domain protein kinase 1, putative A3FQ16 A3FQ16_CRYPI Cryptosporidium parvum 4 0.7786
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7775
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7764
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7749
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7746
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7716
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7686
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7684
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7683
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7681
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7680
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7676
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7674
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7673
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7661
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7657
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7646
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7645
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7643
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7639
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.7632
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7623
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 4 0.7622
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7614
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7607
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.7600
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7598
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7598
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7595
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7594
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7591
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7585
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7575
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7575
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7559
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7553
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7551
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7550
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.7542
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7541
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7541
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7535
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7535
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7532
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7530
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7528
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7528
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7520
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7509
Antiviral protein I P10297 RIP1_PHYAM Phytolacca americana 4 0.7499
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7497
Cellular tumor antigen p53 P04637 P53_HUMAN Homo sapiens 3 0.7497
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7497
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7494
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7485
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 3 0.7483
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7479
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 3 0.7476
NAD-dependent protein deacetylase sirtuin-3, mitochondrial Q9NTG7 SIR3_HUMAN Homo sapiens 5 0.7475
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 4 0.7472
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 3 0.7472
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7467
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7456
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7451
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7450
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7442
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.7436
DNA-(apurinic or apyrimidinic site) lyase Q97FM4 Q97FM4_CLOAB Clostridium acetobutylicum 4 0.7433
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7423
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7422
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7416
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7409
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7404
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7401
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7401
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7400
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7398
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7391
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7390
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7388
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7387
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7381
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7380
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7371
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7356
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7355
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7350
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7341
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7339
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7334
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7334
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 2 0.7323
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7317
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7315
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7314
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7308
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7305
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7304
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7302
Calmodulin-like domain protein kinase isoenzyme gamma, related F0V9W9 F0V9W9_NEOCL Neospora caninum 3 0.7296
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7292
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 3 0.7291
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7282
Vitamin D3 receptor P11473 VDR_HUMAN Homo sapiens 4 0.7280
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7276
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7274
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7271
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7267
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7267
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7266
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 5 0.7265
Bifunctional dihydrofolate reductase-thymidylate synthase Q07422 DRTS_TOXGO Toxoplasma gondii 3 0.7256
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7252
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 3 0.7246
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7243
Histone-lysine N-methyltransferase EHMT2 Q96KQ7 EHMT2_HUMAN Homo sapiens 3 0.7242
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7240
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7237
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7232
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7228
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7224
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7219
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7218
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7216
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7214
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7207
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7202
Histone-lysine N-methyltransferase 2A Q03164 KMT2A_HUMAN Homo sapiens 3 0.7199
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7194
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7192
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7191
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7189
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7180
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7173
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7172
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7170
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7169
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7169
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7164
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7163
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7162
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7161
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7161
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7160
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7159
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 3 0.7159
Histone-lysine N-methyltransferase 2C Q8NEZ4 KMT2C_HUMAN Homo sapiens 3 0.7157
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7154
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7154
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7152
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7149
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7145
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7144
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 4 0.7136
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7131
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7131
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7130
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7120
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.7119
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7118
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7115
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7114
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7112
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 4 0.7105
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7105
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7105
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.7101
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7093
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7091
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7088
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7085
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 3 0.7084
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7084
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7083
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7077
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7077
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7075
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 4 0.7070
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7070
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7068
Beta-lactamase Q79MP6 Q79MP6_PSEAI Pseudomonas aeruginosa 2 0.7066
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7064
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7062
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7051
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7045
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7039
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 4 0.7036
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7036
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7032
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7029
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7021
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7021
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7017
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7012
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7012
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7010
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7004

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