(R)-5,7-dihydroxy-3-(4’-methoxybenzyl)-4-chromanone - Compound Card

(R)-5,7-dihydroxy-3-(4’-methoxybenzyl)-4-chromanone

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(R)-5,7-dihydroxy-3-(4’-methoxybenzyl)-4-chromanone

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1ccc(cc1)C[C@@H]1COc2c(C1=O)c(O)cc(c2)O
InChI InChI=1S/C17H16O5/c1-21-13-4-2-10(3-5-13)6-11-9-22-15-8-12(18)7-14(19)16(15)17(11)20/h2-5,7-8,11,18-19H,6,9H2,1H3/t11-/m1/s1
InChIKey IERGURVELWCYAW-LLVKDONJSA-N
Formula C17H16O5
HBA 5
HBD 2
MW 300.31
Rotatable Bonds 3
TPSA 75.99
LogP 2.54
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 300.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Eucomis vandermerwei Hyacinthaceae Plantae 208121

Showing of synonyms

  • Sihra JK, Thumser AE, et al. (2015). Constituents of Bulbs of three Species of the Hyacinthaceae (Hyacinthoideae): Eucomis vandermerwei, E. zambesiaca and Resnova humifusa. Natural Product Communications, 2015,10 (7), 1207-1209. [View]

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 300.31 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 300.31 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 300.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.57
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.690
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.21

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.150
Plasma Protein Binding
76.24
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
8.680
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.090
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.860
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.330
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
Toxic
T. Pyriformis
3.350
Rat (Acute)
1.970
Rat (Chronic Oral)
2.820
Fathead Minnow
4.400
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
411.700
Hydration Free Energy
-9.880
Log(D) at pH=7.4
2.870
Log(P)
3.09
Log S
-5.54
Log(Vapor Pressure)
-7.71
Melting Point
161.58
pKa Acid
7.32
pKa Basic
5.81
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9621
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9471
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9268
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9252
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.9230
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9211
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.9204
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9168
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9154
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9149
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.9131
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.9091
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9062
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.9057
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.9049
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.9041
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.9015
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9013
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.9004
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9000
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8983
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8968
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8966
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8921
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8919
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8918
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8902
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8901
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8899
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8898
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8828
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8807
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8773
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8751
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8734
Calmodulin-like domain protein kinase isoenzyme gamma, related F0V9W9 F0V9W9_NEOCL Neospora caninum 3 0.8727
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8718
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8670
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8626
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8620
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8593
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8586
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8561
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8543
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8518
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8505
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8503
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8482
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8452
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8449
Pyruvate kinase PKM P14618 KPYM_HUMAN Homo sapiens 3 0.8437
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8409
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8396
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8396
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8390
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8387
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8366
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8363
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8353
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8344
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8342
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8325
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8307
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 4 0.8304
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8302
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.8290
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8279
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8264
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8256
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8255
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8249
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8248
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8216
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8196
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8182
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.8174
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8165
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.8163
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.8159
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8126
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8120
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8116
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8103
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8084
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8069
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.8061
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8058
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8038
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 5 0.8037
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8030
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8015
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.8010
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8010
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8007
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8005
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8001
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7996
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7985
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7985
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7958
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7937
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7925
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7918
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.7914
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7892
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7886
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7880
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7863
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7855
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7853
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7832
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7829
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7815
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.7813
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7808
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7802
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7753
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7751
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7749
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7748
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7743
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7743
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7742
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7741
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7737
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7735
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7727
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7726
Cyclin-G-associated kinase O14976 GAK_HUMAN Homo sapiens 4 0.7714
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7713
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7711
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7703
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7694
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7691
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7686
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7681
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 4 0.7672
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7668
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7667
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7648
Serine hydroxymethyltransferase Q7SIB6 Q7SIB6_GEOSE Geobacillus stearothermophilus 3 0.7647
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7647
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 5 0.7642
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7636
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7632
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7630
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7622
Bifunctional dihydrofolate reductase-thymidylate synthase Q27793 DRTS_TRYCR Trypanosoma cruzi 3 0.7621
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7621
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.7619
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7617
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7607
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7606
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7606
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7605
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7603
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7602
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 3 0.7597
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7593
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7587
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7587
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7579
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7578
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7565
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7553
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7551
Methionine adenosyltransferase 2 subunit beta Q9NZL9 MAT2B_HUMAN Homo sapiens 4 0.7550
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7549
Geranyl diphosphate 2-C-methyltransferase D3KYU3 GPPMT_STRLS Streptomyces lasalocidi 3 0.7545
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7528
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7522
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7518
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 3 0.7514
Antiviral protein I P10297 RIP1_PHYAM Phytolacca americana 4 0.7503
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7503
Dihydrofolate reductase P9WNX1 DYR_MYCTU Mycobacterium tuberculosis 4 0.7501
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7482
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7478
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7475
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7469
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7469
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7466
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7461
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 4 0.7460
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7459
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7457
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7454
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7447
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7447
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7444
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7435
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7432
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7428
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7424
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7424
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7423
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 3 0.7420
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7419
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7416
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7415
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7414
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7403
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.7400
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7399
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7397
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7395
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7393
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7391
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7385
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7383
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7380
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7379
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 3 0.7379
Protein RecA Q59560 RECA_MYCS2 Mycolicibacterium smegmatis155) 3 0.7378
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7375
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7371
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7365
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7362
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7360
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7343
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7340
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7338
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7330
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7320
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7320
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.7320
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7317
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7313
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7309
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7302
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7301
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7299
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7298
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7298
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7297
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7289
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7288
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7287
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 3 0.7282
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7282
Glycogen phosphorylase, liver form P06737 PYGL_HUMAN Homo sapiens 3 0.7281
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7275
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7270
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7266
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7263
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7262
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7262
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7261
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7257
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7255
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7248
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7243
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7241
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7236
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7218
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7214
Beta-ketoacyl-[acyl-carrier-protein] synthase III Q820T1 FABH_ENTFA Enterococcus faecalis 2 0.7211
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7197
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7192
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 3 0.7190
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7185
Endoplasmic reticulum aminopeptidase 2 Q6P179 ERAP2_HUMAN Homo sapiens 2 0.7178
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 2 0.7176
Protein kinase C iota type Q62074 KPCI_MOUSE Mus musculus 2 0.7176
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7175
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7173
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7170
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7169
Bis(5'-adenosyl)-triphosphatase P49789 FHIT_HUMAN Homo sapiens 2 0.7168
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 2 0.7158
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7156
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7154
Beta-lactamase P00811 AMPC_ECOLI Escherichia coli 3 0.7152
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7152
NAD(P) transhydrogenase subunit alpha part 1 Q2RSB2 PNTAA_RHORT Rhodospirillum rubrum 3 0.7151
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7150
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7150
Flavonoid 3-O-glucosyltransferase A6XNC6 UGFGT_MEDTR Medicago truncatula 3 0.7145
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7139
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7139
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7138
Avidin P02701 AVID_CHICK Gallus gallus 5 0.7137
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7136
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7136
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7133
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7131
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7128
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7127
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7126
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7125
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7122
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7117
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 2 0.7117
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7116
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 2 0.7111
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 3 0.7109
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7109
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7105
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7104
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7103
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7102
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7100
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7099
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7098
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7092
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7090
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7085
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7078
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7072
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7072
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7067
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7066
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7065
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7064
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7058
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7058
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 4 0.7054
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7054
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7052
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7044
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7039
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7035
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7032
Subunit alpha of sarocosine oxidase Q50LF0 Q50LF0_9CORY Corynebacterium sp. U-96 3 0.7031
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7031
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7024
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7023
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7021
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7021
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7008
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7002

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