11,12-dehydroanhydrolycorine - Compound Card

11,12-dehydroanhydrolycorine

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11,12-dehydroanhydrolycorine

Structure
Zoomed Structure
  • Family: Amaryllidaceae
  • Kingdom: Plantae
  • Class: Alkaloid
    • Subclass: Amaryllidaceae Alkaloid
Canonical Smiles C1Oc2c(O1)cc1c(c2)c2cccc3c2n(C1)cc3
InChI InChI=1S/C16H11NO2/c1-2-10-4-5-17-8-11-6-14-15(19-9-18-14)7-13(11)12(3-1)16(10)17/h1-7H,8-9H2
InChIKey DXWYHCCVRJSZEP-UHFFFAOYSA-N
Formula C16H11NO2
HBA 3
HBD 0
MW 249.27
Rotatable Bonds 0
TPSA 23.39
LogP 3.4
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 249.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Narcissus tazetta Amaryllidaceae Plantae 54860
2 Narcissus papyraceus Amaryllidaceae Plantae 54854

Showing of synonyms

  • Shawky E, Abou-Donia AH, et al. (2015). HPTLC and GC/MS study of Amaryllidaceae alkaloids of two Narcissus species. Chemistry and Biodiversity,2015,12(8),1184-1199. [View] [PubMed]
Pubchem: 10999422
Nmrshiftdb2: 60071268

No compound-protein relationship available.

Structure

SMILES: c1ccc(c2c13)c4c(Cn2cc3)cc5c(c4)OCO5

Level: 0

Mol. Weight: 249.27 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.47
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.23

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.68
Plasma Protein Binding
61.62
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
Substrate
CYP 2C9 Inhibitor
Non-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
11.48
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.93
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.13
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.83
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
4.74
Rat (Acute)
1.98
Rat (Chronic Oral)
1.35
Fathead Minnow
4.72
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
420.16
Hydration Free Energy
-8.38
Log(D) at pH=7.4
3.68
Log(P)
4.05
Log S
-4.63
Log(Vapor Pressure)
-8.12
Melting Point
192.55
pKa Acid
11.73
pKa Basic
1.4
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.9759
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.9759
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.9666
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.9666
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9530
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9530
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9510
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9510
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9506
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9506
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9503
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9503
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9494
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9494
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9385
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9385
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9369
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9369
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9365
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9365
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9348
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9348
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9322
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9322
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.9248
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.9248
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.9173
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.9173
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9152
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9152
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.9127
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.9127
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9063
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9063
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9044
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9044
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9040
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9040
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8990
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8990
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8920
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8920
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8857
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8857
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8855
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8855
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8795
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8795
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8779
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.8779
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8774
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.8774
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8748
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8748
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8697
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8697
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8687
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8687
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 4 0.8665
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 4 0.8665
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.8646
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.8646
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8595
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8595
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8547
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8547
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8506
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8506
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8472
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8472
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8451
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8451
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8447
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8447
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8439
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8439
Mucosa-associated lymphoid tissue lymphoma translocation protein 1 Q9UDY8 MALT1_HUMAN Homo sapiens 3 0.8410
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8410
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8410
Mucosa-associated lymphoid tissue lymphoma translocation protein 1 Q9UDY8 MALT1_HUMAN Homo sapiens 3 0.8410
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8406
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8406
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8356
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8356
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8349
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8349
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.8340
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.8340
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8305
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8305
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8274
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8274
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.8260
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.8260
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8240
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8240
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8207
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8207
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8194
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8194
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8176
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8176
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 3 0.8166
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 3 0.8166
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8163
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8163
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8116
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8116
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8100
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8100
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8089
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8089
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8086
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8086
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8064
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8064
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.8062
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.8062
Thyroxine-binding globulin P05543 THBG_HUMAN Homo sapiens 3 0.8021
Thyroxine-binding globulin P05543 THBG_HUMAN Homo sapiens 3 0.8021
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7999
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7999
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7981
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7981
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7977
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7977
Albumin P02768 ALBU_HUMAN Homo sapiens 4 0.7974
Albumin P02768 ALBU_HUMAN Homo sapiens 4 0.7974
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.7959
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.7959
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7953
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7953
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 3 0.7934
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 3 0.7934
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7913
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7913
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7896
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7896
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7888
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7888
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7848
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7848
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7843
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7843
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7825
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7825
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7823
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7823
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7822
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7822
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7819
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7819
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7783
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7783
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7781
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 3 0.7781
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7772
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7772
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7772
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7772
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7765
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7765
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7752
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7752
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7729
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7729
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7717
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7717
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 3 0.7715
Hepatocyte growth factor receptor P08581 MET_HUMAN Homo sapiens 3 0.7715
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7663
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7663
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7660
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7660
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7659
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7659
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7657
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7657
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 3 0.7650
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 3 0.7650
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7643
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7643
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7624
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7624
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7621
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7621
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7618
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7618
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7587
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7587
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7551
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7551
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7544
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7544
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7543
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7543
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7540
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7540
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7535
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7535
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7528
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7528
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7527
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7527
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7516
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7516
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7514
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7514
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7512
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7512
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7506
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7506
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7499
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7499
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7494
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7494
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7492
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7492
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7478
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7478
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7474
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7474
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7461
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7461
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7460
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7460
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7430
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7430
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7429
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7429
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7416
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7416
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 3 0.7415
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 3 0.7415
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7414
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7414
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 2 0.7412
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 2 0.7412
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7411
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7411
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7407
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7407
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7406
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7406
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7384
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7384
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7377
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7377
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7376
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7376
Calmodulin-2 P0DP24 CALM2_HUMAN Homo sapiens 3 0.7371
Calmodulin-2 P0DP24 CALM2_HUMAN Homo sapiens 3 0.7371
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 3 0.7370
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 3 0.7370
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.7369
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.7369
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7362
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7362
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7360
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7360
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7359
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7359
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 4 0.7357
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 4 0.7357
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7352
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7352
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7351
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7351
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7348
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7348
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7345
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7345
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7334
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7334
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7330
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7330
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7324
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7324
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7318
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7318
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7308
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7308
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7307
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7307
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7296
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7296
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7291
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7291
Mitogen-activated protein kinase kinase kinase 14 Q99558 M3K14_HUMAN Homo sapiens 3 0.7284
Mitogen-activated protein kinase kinase kinase 14 Q99558 M3K14_HUMAN Homo sapiens 3 0.7284
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7283
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7283
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7272
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7272
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7269
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7269
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7264
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7264
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7261
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7261
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7256
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7256
Angiopoietin-1 receptor Q02763 TIE2_HUMAN Homo sapiens 3 0.7252
Angiopoietin-1 receptor Q02763 TIE2_HUMAN Homo sapiens 3 0.7252
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7247
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7247
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7240
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7240
Cytochrome P450 2C9 P11712 CP2C9_HUMAN Homo sapiens 2 0.7239
Cytochrome P450 2C9 P11712 CP2C9_HUMAN Homo sapiens 2 0.7239
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7236
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7236
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7236
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7236
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7231
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7231
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7228
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7228
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 3 0.7212
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 3 0.7212
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7209
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7209
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7201
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7201
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7196
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7196
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7192
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7192
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7191
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7191
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7179
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7179
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7175
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7175
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7156
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7156
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 2 0.7154
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 2 0.7154
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7148
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7148
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7145
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7145
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7133
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7133
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7105
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7105
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7101
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7101
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7092
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7092
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7089
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7089
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7073
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7073
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7068
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7068
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7064
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7064
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7058
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7058
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7055
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7055
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7053
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7053
C-C chemokine receptor type 5 P51681 CCR5_HUMAN Homo sapiens 3 0.7047
C-C chemokine receptor type 5 P51681 CCR5_HUMAN Homo sapiens 3 0.7047
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7043
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7043
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7024
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7024
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7017
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7017
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7017
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7017
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7009
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7009
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7007
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7007
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7004
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7004
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 2 0.7003
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 2 0.7003

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