(R)-5,6-dihydroxy-7-methoxy-3-(4′-hydroxybenzyl)chroman-4-one - Compound Card

(R)-5,6-dihydroxy-7-methoxy-3-(4′-hydroxybenzyl)chroman-4-one

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(R)-5,6-dihydroxy-7-methoxy-3-(4′-hydroxybenzyl)chroman-4-one

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1cc2OC[C@H](C(=O)c2c(c1O)O)Cc1ccc(cc1)O
InChI InChI=1S/C17H16O6/c1-22-13-7-12-14(17(21)16(13)20)15(19)10(8-23-12)6-9-2-4-11(18)5-3-9/h2-5,7,10,18,20-21H,6,8H2,1H3/t10-/m1/s1
InChIKey WYOZGBMNTWCNDD-SNVBAGLBSA-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 Drimiopsis maculata, Eucomis schiffii, Urginea epigea, Drimia altissima Hyacinthaceae Plantae

Showing of synonyms

  • Fusi F, Ferrara A, et al. (2008). Vascular myorelaxing activity of isolates from South African Hyacinthaceae partly mediated by activation of soluble guanylyl cyclase in rat aortic ring preparations. Journal of pharmacy and pharmacology, 2008, 60(4), 489–497. [View]

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

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.840
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.6

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.030
Plasma Protein Binding
80.51
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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.640
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.670
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.320
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.550
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
3.090
Rat (Acute)
2.280
Rat (Chronic Oral)
3.030
Fathead Minnow
4.300
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
427.230
Hydration Free Energy
-9.230
Log(D) at pH=7.4
1.800
Log(P)
1.68
Log S
-4.45
Log(Vapor Pressure)
-7.77
Melting Point
183.95
pKa Acid
6.32
pKa Basic
5.27
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9489
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9450
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9350
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9249
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9197
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.9178
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9170
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9145
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.9144
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9143
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9129
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9063
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9059
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9013
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 4 0.9009
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8950
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8946
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8934
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8923
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8890
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8804
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8802
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8796
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8783
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8759
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8753
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8723
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8685
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8681
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8660
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8654
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8637
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8629
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.8583
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8562
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8558
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8556
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8539
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8511
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8508
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8500
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8489
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8469
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8467
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 3 0.8460
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8441
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 4 0.8431
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8419
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8402
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8358
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8346
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8271
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8262
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8253
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8251
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.8250
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8245
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.8235
Nucleoside phosphorylase, putative Q57VZ2 Q57VZ2_TRYB2 Trypanosoma brucei brucei 4 0.8235
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 4 0.8177
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.8164
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 4 0.8140
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8135
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8130
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.8120
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8118
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8099
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8099
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8097
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8096
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8080
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8071
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8035
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8031
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8027
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8025
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8017
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8007
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.7940
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7940
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7940
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7939
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7924
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.7906
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7905
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7898
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7895
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7887
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7845
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7844
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 3 0.7815
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7804
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7803
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.7793
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7777
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7774
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7753
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7752
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7748
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7725
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7721
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.7718
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7705
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7702
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7697
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7681
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 4 0.7679
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7678
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7677
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7672
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7668
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7665
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7662
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7656
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7652
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7639
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7618
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7615
Uridine phosphorylase 2 O95045 UPP2_HUMAN Homo sapiens 4 0.7606
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7599
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7591
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7591
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7590
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7587
Cyclin-G-associated kinase O14976 GAK_HUMAN Homo sapiens 4 0.7586
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7586
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7564
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7555
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 3 0.7540
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7537
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7533
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7531
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7524
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7520
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7518
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7517
Cytokinin dehydrogenase 1 Q9T0N8 CKX1_MAIZE Zea mays 3 0.7515
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7513
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7504
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7490
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7488
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7484
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7459
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7455
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7455
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7453
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7452
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7445
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7441
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7438
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7432
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7431
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7431
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7421
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7416
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7411
Acyl-CoA:acyl-CoA alkyltransferase Q8PDX2 OLEA_XANCP Xanthomonas campestris pv. campestris 3 0.7411
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7409
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7407
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7403
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7402
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7401
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7397
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7390
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7386
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7378
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7375
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7373
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 5 0.7371
Thymidylate kinase Q9KQI2 KTHY_VIBCH Vibrio cholerae serotype O1 4 0.7371
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7369
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7369
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7367
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7361
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7361
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7353
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7351
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7332
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7330
Uracil-DNA glycosylase P20536 UNG_VACCC Vaccinia virus 4 0.7323
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7320
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7319
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7306
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7302
Glycogen phosphorylase, liver form P06737 PYGL_HUMAN Homo sapiens 3 0.7287
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7286
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 4 0.7277
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7273
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7249
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7249
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7247
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7243
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7243
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 5 0.7237
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7228
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7225
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7222
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7206
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7203
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7202
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7201
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7199
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7195
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7193
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7191
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7190
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7186
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7182
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7176
Uracil-DNA glycosylase P9WFQ9 UNG_MYCTU Mycobacterium tuberculosis 4 0.7172
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7163
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7152
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7150
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7147
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7140
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7136
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7121
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7120
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7112
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7107
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7106
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7097
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7096
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7092
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7091
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 4 0.7086
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7086
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7084
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7082
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7082
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7079
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7072
Uracil-DNA glycosylase P13051 UNG_HUMAN Homo sapiens 4 0.7072
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7070
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7068
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7061
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7060
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7059
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7055
Subunit alpha of sarocosine oxidase Q50LF0 Q50LF0_9CORY Corynebacterium sp. U-96 3 0.7055
Bifunctional dihydrofolate reductase-thymidylate synthase Q27793 DRTS_TRYCR Trypanosoma cruzi 3 0.7051
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.7051
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7050
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7049
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7044
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7044
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7041
Uridine phosphorylase P12758 UDP_ECOLI Escherichia coli 4 0.7032
Protein RecA Q59560 RECA_MYCS2 Mycolicibacterium smegmatis155) 3 0.7027
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7008
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7006
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7004
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7003
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7003

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