1,3-dihydroxy-2-methoxymethyl-9,10-anthraquinone - Compound Card

1,3-dihydroxy-2-methoxymethyl-9,10-anthraquinone

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1,3-dihydroxy-2-methoxymethyl-9,10-anthraquinone

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Naphthohydroquinone
Canonical Smiles COCOc1c(O)cc2c(c1O)C(=O)c1c(C2=O)cccc1
InChI InChI=1S/C16H12O6/c1-21-7-22-16-11(17)6-10-12(15(16)20)14(19)9-5-3-2-4-8(9)13(10)18/h2-6,17,20H,7H2,1H3
InChIKey JKWCMFFAFBMEMW-UHFFFAOYSA-N
Formula C16H12O6
HBA 6
HBD 2
MW 300.27
Rotatable Bonds 3
TPSA 93.06
LogP 1.86
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 300.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pentas lanceolata Rubiaceae Plantae 25385

Showing of synonyms

  • Bukuru J, De Kimpe N, et al. (2003). Isolation and structural elucidation of natural products from Pentas bussei K. Krause, Pentas lanceolata (Forsk.) Deflers and Pentas parvifolia Hiern (Rubiaceae). Ph.D. Thesis, University of Ghent, Faculty of Bioscience Engineering, Belgium,2003. [View] [PubMed]
Pubchem: 102138994
Nmrshiftdb2: 60073019

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 300.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.44
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.610
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.02

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.940
Plasma Protein Binding
66.56
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
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.330
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.470
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.160
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.340
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
3.600
Rat (Acute)
2.640
Rat (Chronic Oral)
3.000
Fathead Minnow
4.380
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
399.980
Hydration Free Energy
-7.330
Log(D) at pH=7.4
2.120
Log(P)
2.99
Log S
-5.41
Log(Vapor Pressure)
-7.07
Melting Point
189.88
pKa Acid
6.48
pKa Basic
2.69
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9670
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9670
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.9532
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.9532
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9426
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9426
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9344
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9344
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9179
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9179
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9166
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9166
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9117
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9117
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.9113
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.9113
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9092
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9092
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8946
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8946
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8943
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8943
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8924
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8924
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8797
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8797
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8791
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8791
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8788
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8788
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8764
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8764
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8719
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8719
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8631
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8631
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8624
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8624
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8570
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8570
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8528
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8528
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8470
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8470
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8458
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8458
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8447
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8447
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8397
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8397
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8383
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8383
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8380
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8380
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8368
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8368
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.8367
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.8367
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8350
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.8350
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8295
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8295
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8173
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8173
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8172
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8172
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8161
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8161
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8159
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8159
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8126
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8126
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8109
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8109
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8086
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8086
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8084
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8084
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8083
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8083
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8075
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8075
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.8041
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.8041
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8015
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8015
Aklanonic acid methyl ester cyclase AcmA O52646 DNRD_STRGJ Streptomyces galilaeus 3 0.7969
Aklanonic acid methyl ester cyclase AcmA O52646 DNRD_STRGJ Streptomyces galilaeus 3 0.7969
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7962
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7962
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7956
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7956
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7954
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7954
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7938
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7938
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7922
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7922
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7920
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7920
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7919
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7919
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7914
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7914
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7909
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7909
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7894
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7894
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7849
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7849
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7827
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7827
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7759
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7759
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7744
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7744
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7728
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7728
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7722
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7722
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7698
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7698
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7693
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7693
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7681
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7681
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7678
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7678
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7663
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7663
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7658
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7658
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7645
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7645
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7643
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7643
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7639
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7639
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7617
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7617
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7611
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7611
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7606
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7606
Matrix metalloproteinase-9 P14780 MMP9_HUMAN Homo sapiens 3 0.7604
Matrix metalloproteinase-9 P14780 MMP9_HUMAN Homo sapiens 3 0.7604
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7597
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7597
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7559
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7559
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7546
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7546
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7546
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7546
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7539
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7539
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7529
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7529
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7526
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7526
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7521
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7521
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7505
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7505
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7498
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7498
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7494
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7494
Aurora kinase B-A Q6DE08 AUKBA_XENLA Xenopus laevis 3 0.7481
Aurora kinase B-A Q6DE08 AUKBA_XENLA Xenopus laevis 3 0.7481
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7472
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7472
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7448
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7448
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7440
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7440
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7429
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7429
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 4 0.7426
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 4 0.7426
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7425
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7425
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 3 0.7423
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 3 0.7423
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7414
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7414
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7411
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7411
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7405
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7405
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7395
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7395
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7385
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7385
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7372
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7372
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7371
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7371
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7361
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7361
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7361
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7361
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7359
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7359
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7357
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7357
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7352
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7352
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7342
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7342
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7338
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7338
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7335
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7335
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 4 0.7318
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 4 0.7318
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7317
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7317
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7313
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7313
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7313
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7313
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7303
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7303
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7300
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7300
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7283
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7283
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7276
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7276
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7271
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7271
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7251
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7251
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7249
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7249
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7237
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7237
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7235
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7235
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7234
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7234
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7233
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7233
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7225
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7225
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.7223
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.7223
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7205
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7205
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7199
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7199
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7197
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7197
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7186
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7186
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7182
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7182
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7180
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7180
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7179
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7179
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7176
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7176
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7171
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7171
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7167
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7167
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7161
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7161
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7160
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7160
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7156
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7156
7,8-dihydroneopterin aldolase J7VEZ6 J7VEZ6_BACCE Bacillus cereus BAG3X2-1 3 0.7155
Tubulin alpha chain A0A0R4I993 A0A0R4I993_SUSBA Sus barbatus 3 0.7155
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 2 0.7155
Tubulin alpha chain A0A0R4I993 A0A0R4I993_SUSBA Sus barbatus 3 0.7155
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 2 0.7155
7,8-dihydroneopterin aldolase J7VEZ6 J7VEZ6_BACCE Bacillus cereus BAG3X2-1 3 0.7155
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7134
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7134
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7126
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7126
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 4 0.7125
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 4 0.7125
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7121
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7121
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7118
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7118
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7108
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7108
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7107
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7107
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7105
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7105
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7103
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7103
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7097
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7097
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7096
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7096
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7090
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7090
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.7089
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.7089
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7073
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7073
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7069
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7069
Putative polyketide cyclase P23154 CYPC_STRCO Streptomyces coelicolor / M145) 4 0.7063
Putative polyketide cyclase P23154 CYPC_STRCO Streptomyces coelicolor / M145) 4 0.7063
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7060
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7060
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7055
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7055
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7054
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7054
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7044
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7044
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7044
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7044
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7043
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7043
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7043
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7043
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7041
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7041
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7036
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7036
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7030
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7030
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7030
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7030
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7026
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7026
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7020
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7020
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7018
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7018
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7016
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7016
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7013
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7013
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7012
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7012

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