Cocsuline - Compound Card

Cocsuline

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Cocsuline

Structure
Zoomed Structure
  • Family: Plantae - Menispermaceae
  • Kingdom: Plantae
  • Class: Alkaloid
Canonical Smiles COc1cc2CCN([C@@H]3c2c2c1Oc1cc4CCN([C@H](c4cc1O2)Cc1ccc(c(Oc2ccc(C3)cc2)c1)O)C)C
InChI InChI=1S/C35H34N2O5/c1-36-12-10-22-17-30-31-19-25(22)26(36)15-21-6-9-28(38)29(16-21)40-24-7-4-20(5-8-24)14-27-33-23(11-13-37(27)2)18-32(39-3)34(41-30)35(33)42-31/h4-9,16-19,26-27,38H,10-15H2,1-3H3/t26-,27-/m0/s1
InChIKey GOYCVNCWKXBQBF-SVBPBHIXSA-N
Formula C35H34N2O5
HBA 7
HBD 1
MW 562.67
Rotatable Bonds 1
TPSA 63.63
LogP 6.95
Number Rings 9
Number Aromatic Rings 4
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.31
Exact Mass 562.25
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Albertisia delagoensis Menispermaceae Plantae 3021348

Showing of synonyms

  • De Wet H, Van Heerden FR, et al. (2007). Antiplasmodial activity and cytotoxicity of Albertisia delagoensis. Fitoterapia, 2007, 78(6), 420–422. [View]
Pubchem: 21579625
Nmrshiftdb2: 60065442

No compound-protein relationship available.

Structure

SMILES: c12c3c4ccc1CCNC2Cc5ccc(cc5)Oc6cc(ccc6)CC7c8c(CCN7)cc(O4)c(O3)c8

Level: 0

Mol. Weight: 562.67 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.21
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.850
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
18.03

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.340
Plasma Protein Binding
65.53
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.140
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.390
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.070
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
9.740
Micronucleos
Toxic
NR-AhR
Safe
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
-34741.470
Rat (Acute)
2.570
Rat (Chronic Oral)
0.700
Fathead Minnow
55.340
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
585.780
Hydration Free Energy
-2.920
Log(D) at pH=7.4
4.990
Log(P)
5.52
Log S
-6.28
Log(Vapor Pressure)
-28.88
Melting Point
228.17
pKa Acid
10.4
pKa Basic
8.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bromodomain-containing protein 9 Q9H8M2 BRD9_HUMAN Homo sapiens 3 0.9274
Renin P00797 RENI_HUMAN Homo sapiens 3 0.8823
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8823
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8608
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8440
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8423
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8308
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8289
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 4 0.8213
Insulin-degrading enzyme P14735 IDE_HUMAN Homo sapiens 3 0.8107
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8090
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7994
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7975
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 5 0.7968
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.7837
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7824
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7812
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7761
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7676
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7666
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7598
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7591
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7560
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7556
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7534
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 4 0.7521
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7510
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7470
Dual specificity protein kinase TTK P33981 TTK_HUMAN Homo sapiens 3 0.7441
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7431
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7423
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7404
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7402
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7402
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7368
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7339
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7328
DNA (cytosine-5)-methyltransferase 3A O88508 DNM3A_MOUSE Mus musculus 4 0.7292
Carbonic anhydrase 4 P22748 CAH4_HUMAN Homo sapiens 3 0.7285
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7243
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7175
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7152
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7134
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7116
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7068
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7058
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7041
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7040
Kelch-like ECH-associated protein 1 Q14145 KEAP1_HUMAN Homo sapiens 4 0.7034
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7023
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7011
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7006

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