1-chloro-2,4-dihydroxy-5-methoxy-7-methylanthraquinone - Compound Card

1-chloro-2,4-dihydroxy-5-methoxy-7-methylanthraquinone

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1-chloro-2,4-dihydroxy-5-methoxy-7-methylanthraquinone

Structure
Zoomed Structure
  • Family: Trichocomaceae
  • Kingdom: Fungi
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles COc1cc(C)cc2c1C(=O)c1c(C2=O)c(Cl)c(cc1O)O
InChI InChI=1S/C16H11ClO5/c1-6-3-7-11(10(4-6)22-2)16(21)12-8(18)5-9(19)14(17)13(12)15(7)20/h3-5,18-19H,1-2H3
InChIKey WBJKPIHXBXZBEE-UHFFFAOYSA-N
Formula C16H11ClO5
HBA 5
HBD 2
MW 318.71
Rotatable Bonds 1
TPSA 83.83
LogP 2.84
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 318.03
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Penicillium species Trichocomaceae Fungi 5073

Showing of synonyms

  • Aly AH, Debbab A, et al. (2011). NF kappa B inhibitors and antitrypanosomal metabolites from endophytic fungus Penicillium sp. isolated from Limonium tubiflorum. Bioorganic and Medicinal Chemistry,2011,19(1),414-421. [View] [PubMed]
Pubchem: 53318000
Nmrshiftdb2: 60063663

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 208.22 g/mol

Antitumor

Absorption

Caco-2 (logPapp)
-4.41
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.680
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)
1.240
Plasma Protein Binding
67.52
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
5.220
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.410
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.190
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.900
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
4.880
Rat (Acute)
2.380
Rat (Chronic Oral)
2.880
Fathead Minnow
4.640
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
437.290
Hydration Free Energy
-10.330
Log(D) at pH=7.4
1.980
Log(P)
3.97
Log S
-6.75
Log(Vapor Pressure)
-7.46
Melting Point
214.14
pKa Acid
6.02
pKa Basic
3.77
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.9699
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.9699
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9334
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9334
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9091
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9091
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9050
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9050
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9017
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9017
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 3 0.9008
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 3 0.9008
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9004
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9004
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8975
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8975
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8849
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8849
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8844
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8844
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8741
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8741
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8713
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8713
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8620
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8620
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8610
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8610
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8558
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8558
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8542
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8542
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 4 0.8476
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 4 0.8476
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8440
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8440
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8433
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8433
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8424
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8424
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8419
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8419
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.8327
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.8327
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8277
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8277
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8219
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8219
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8195
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8195
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8128
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8128
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8128
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8128
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8117
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8117
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8115
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8115
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8065
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8065
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.8036
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.8036
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 5 0.7916
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 5 0.7916
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 5 0.7897
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 5 0.7897
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7870
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7870
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7861
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7861
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7852
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7852
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7784
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7784
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7761
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7761
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7757
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7757
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7756
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7756
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7745
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7745
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7725
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7725
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7715
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7715
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7713
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7713
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7703
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7703
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7697
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7697
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7690
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7690
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 3 0.7678
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 3 0.7678
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7666
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7666
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7663
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7663
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7647
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7647
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7646
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7646
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 4 0.7626
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 4 0.7626
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7614
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7614
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.7603
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.7603
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7597
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7597
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7595
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7595
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7588
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7588
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 4 0.7560
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 4 0.7560
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7559
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7559
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7495
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7495
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7494
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7494
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7487
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7487
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 2 0.7487
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7487
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7456
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7456
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7449
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7449
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7437
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7437
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7392
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7392
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7387
3-hydroxy-3-methylglutaryl-coenzyme A reductase P04035 HMDH_HUMAN Homo sapiens 3 0.7387
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7368
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7368
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7360
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7360
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7351
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7351
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7351
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7351
dTDP-4-dehydro-6-deoxyglucose 3-epimerase Q5SFD1 CHMJ_STRBI Streptomyces bikiniensis 3 0.7347
dTDP-4-dehydro-6-deoxyglucose 3-epimerase Q5SFD1 CHMJ_STRBI Streptomyces bikiniensis 3 0.7347
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7305
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7305
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7294
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7294
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7283
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7283
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7279
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7279
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7241
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7241
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7241
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7241
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.7240
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.7240
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7240
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7240
Bifunctional F420 biosynthesis protein FbiB P9WP79 FBIB_MYCTU Mycobacterium tuberculosis 5 0.7238
Bifunctional F420 biosynthesis protein FbiB P9WP79 FBIB_MYCTU Mycobacterium tuberculosis 5 0.7238
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7232
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7232
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7231
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7231
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7230
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7230
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7222
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7222
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7222
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7222
D-mycarose 3-C-methyltransferase Q194Q4 Q194Q4_STRAA Streptomyces argillaceus 4 0.7210
D-mycarose 3-C-methyltransferase Q194Q4 Q194Q4_STRAA Streptomyces argillaceus 4 0.7210
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7201
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7201
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7199
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7199
Dihydrofolate reductase Q83AB2 Q83AB2_COXBU Coxiella burnetii 3 0.7187
Dihydrofolate reductase Q83AB2 Q83AB2_COXBU Coxiella burnetii 3 0.7187
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7187
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7187
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 3 0.7186
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 3 0.7186
Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 Q9R1E6 ENPP2_MOUSE Mus musculus 4 0.7185
Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 Q9R1E6 ENPP2_MOUSE Mus musculus 4 0.7185
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7184
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7184
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7169
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7169
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7168
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7168
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7145
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7145
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7143
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7143
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7133
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7133
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7118
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7118
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7108
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7108
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7108
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7108
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 3 0.7106
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 3 0.7106
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7085
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7085
Thymidylate synthase Q9Y052 Q9Y052_CAEEL Caenorhabditis elegans 4 0.7062
Thymidylate synthase Q9Y052 Q9Y052_CAEEL Caenorhabditis elegans 4 0.7062
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7047
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7047
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 3 0.7044
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 3 0.7044
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 4 0.7025
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 4 0.7025
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7022
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7022
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7019
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7019
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7012
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7012
Death-associated protein kinase 3 O43293 DAPK3_HUMAN Homo sapiens 4 0.7011
Death-associated protein kinase 3 O43293 DAPK3_HUMAN Homo sapiens 4 0.7011
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7001
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7001

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