13-(4-cyanobenzyl)coptisine chloride

ID: ALA3331136

Chembl Id: CHEMBL3331136

PubChem CID: 118713478

Max Phase: Preclinical

Molecular Formula: C27H19ClN2O4

Molecular Weight: 435.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(Cc2c3[n+](cc4c5c(ccc24)OCO5)CCc2cc4c(cc2-3)OCO4)cc1.[Cl-]

Standard InChI:  InChI=1S/C27H19N2O4.ClH/c28-12-17-3-1-16(2-4-17)9-21-19-5-6-23-27(33-15-30-23)22(19)13-29-8-7-18-10-24-25(32-14-31-24)11-20(18)26(21)29;/h1-6,10-11,13H,7-9,14-15H2;1H/q+1;/p-1

Standard InChI Key:  VFARXEMZKQDMTC-UHFFFAOYSA-M

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 435.46

Molecular Weight (Monoisotopic): 435.1339

AlogP: 4.27

#Rotatable Bonds: 2

Polar Surface Area: 64.59

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.60

CX LogD: 0.60

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: 0.68

References

1. Zhang ZH, Deng AJ, Wu LQ, Fang LH, Yu JQ, Li ZH, Yuan TY, Wang WJ, Du GH, Qin HL..  (2014)  Syntheses and structure-activity relationships in cytotoxicities of 13-substituted quaternary coptisine derivatives.,  86  [PMID:25203783] [10.1016/j.ejmech.2014.09.006]

2. Zhang ZH, Zhang HJ, Deng AJ, Wang B, Li ZH, Liu Y, Wu LQ, Wang WJ, Qin HL..  (2015)  Synthesis and Structure-Activity Relationships of Quaternary Coptisine Derivatives as Potential Anti-ulcerative Colitis Agents.,  58  (18): [PMID:26321079] [10.1021/acs.jmedchem.5b00964]

Source

Source(1):

• Scientific Literature