Liriodenine - Compound Card

Liriodenine

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Liriodenine

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Aporphine Alkaloid
Canonical Smiles O=C1c2ccccc2c2c3c1nccc3cc1c2OCO1
InChI InChI=1S/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2
InChIKey MUMCCPUVOAUBAN-UHFFFAOYSA-N
Formula C17H9NO3
HBA 4
HBD 0
MW 275.26
Rotatable Bonds 0
TPSA 48.42
LogP 3.17
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.06
Exact Mass 275.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Magnolia grandiflora Magnoliaceae Plantae 3406
2 Lettowianthus stellatus Annonaceae Plantae 489335

Showing of synonyms

  • Nkunya MH, Jonker SA, et al. (2000). Aporphinoid alkaloids and other constituents from Lettowianthus stellatus. Phytochemistry,2000,53(8),1067-1073. [View] [PubMed]
  • Mohamed SM, Ibrahim NA, et al. (2007). Cytotoxic and antiviral activities of Magnolia grandiflora L. leaves growing in Egypt. Planta Medica,2007,73-P012. [View]
Pubchem: 10144
Kegg Ligand: C09567
Chebi: 70649
Nmrshiftdb2: 60024171
Metabolights: MTBLC70649
Bindingdb: 50202301
CPRiL: 155127
Structure

SMILES: O1COc(c12)cc3c4c2c5c(cccc5)C(=O)c4ncc3

Level: 0

Mol. Weight: 275.26 g/mol

Antiviral
Cytotoxic

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.370
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.72

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.570
Plasma Protein Binding
85.12
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
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.310
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.340
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.920
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.380
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.160
Rat (Acute)
1.910
Rat (Chronic Oral)
1.420
Fathead Minnow
4.880
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
456.390
Hydration Free Energy
-9.840
Log(D) at pH=7.4
2.530
Log(P)
3.15
Log S
-5.82
Log(Vapor Pressure)
-9.64
Melting Point
244.1
pKa Acid
9.16
pKa Basic
3.19
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.9525
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.9525
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.9443
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.9443
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9441
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9441
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9326
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9326
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9316
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9316
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.9295
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.9295
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9124
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9124
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.9032
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.9032
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9024
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.9024
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8958
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8958
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8928
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8928
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8927
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8927
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8897
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8897
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8881
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8881
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8859
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8859
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8773
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8773
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8741
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8741
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8675
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8675
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8551
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8551
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8526
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8526
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8469
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8469
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.8463
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.8463
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8448
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8448
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8438
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8438
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8427
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8427
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8416
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8416
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8358
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8358
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8300
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8300
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8298
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8298
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8243
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8243
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8210
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8210
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.8209
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.8209
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8199
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8199
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8169
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8169
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8155
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8155
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8129
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8129
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8127
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8127
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 3 0.8108
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 3 0.8108
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8099
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8099
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8081
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8081
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8066
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8066
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8065
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8065
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8061
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8061
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8039
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8039
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7979
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7979
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7966
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7966
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7955
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7955
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7945
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7945
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7928
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7928
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7876
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7876
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7876
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7876
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7857
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7857
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7856
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7856
Albumin P02768 ALBU_HUMAN Homo sapiens 4 0.7853
Albumin P02768 ALBU_HUMAN Homo sapiens 4 0.7853
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7841
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7841
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7811
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7811
Mitogen-activated protein kinase kinase kinase 14 Q99558 M3K14_HUMAN Homo sapiens 3 0.7787
Mitogen-activated protein kinase kinase kinase 14 Q99558 M3K14_HUMAN Homo sapiens 3 0.7787
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7786
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7786
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7752
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7752
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7749
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7749
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7731
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7731
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 3 0.7711
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 3 0.7711
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7701
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7701
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7682
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7682
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7670
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7670
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7658
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7658
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7640
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7640
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7635
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7635
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7623
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7623
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 4 0.7610
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 4 0.7610
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7570
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7570
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7550
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7550
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7532
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7532
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7528
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7528
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7485
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7485
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7479
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7479
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7478
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7478
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7478
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7478
Aurora kinase B-A Q6DE08 AUKBA_XENLA Xenopus laevis 3 0.7470
Aurora kinase B-A Q6DE08 AUKBA_XENLA Xenopus laevis 3 0.7470
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7466
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7466
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7462
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7462
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7456
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7456
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7455
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7455
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7447
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7447
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7435
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7435
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7418
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7418
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7411
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7411
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7398
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7398
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 3 0.7394
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 3 0.7394
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7390
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7390
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7387
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7387
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7376
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7376
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7372
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7372
High affinity nerve growth factor receptor P04629 NTRK1_HUMAN Homo sapiens 3 0.7362
High affinity nerve growth factor receptor P04629 NTRK1_HUMAN Homo sapiens 3 0.7362
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7358
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7358
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7331
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7331
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7319
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7319
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7311
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7311
Angiopoietin-1 receptor Q02763 TIE2_HUMAN Homo sapiens 3 0.7298
Angiopoietin-1 receptor Q02763 TIE2_HUMAN Homo sapiens 3 0.7298
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7297
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7297
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7261
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7261
Prostatic acid phosphatase P15309 PPAP_HUMAN Homo sapiens 2 0.7259
Prostatic acid phosphatase P15309 PPAP_HUMAN Homo sapiens 2 0.7259
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7258
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7258
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7258
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7258
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7247
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7247
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7242
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7242
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 2 0.7240
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 2 0.7240
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7231
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7231
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7225
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7225
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7222
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7222
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7220
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7220
Exotoxin A P11439 TOXA_PSEAE Pseudomonas aeruginosa 3 0.7217
Exotoxin A P11439 TOXA_PSEAE Pseudomonas aeruginosa 3 0.7217
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7210
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7210
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7206
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7206
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7198
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7198
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7198
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7198
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7192
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7192
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7181
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7181
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7174
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 2 0.7174
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7160
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7160
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 4 0.7153
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 4 0.7153
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7149
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7149
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7147
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7147
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7145
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7145
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7130
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7130
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7127
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7127
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7114
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7114
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7113
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7113
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7104
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7104
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7102
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7102
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7091
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7091
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7091
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7091
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7086
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7086
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7085
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 2 0.7085
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7083
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7083
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7081
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7081
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7080
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7080
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7076
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7076
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7063
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7063
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7050
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7050
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7037
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7037
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7032
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7032
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7030
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7030
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7009
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7009
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7005
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7005

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