13-(4-methoxybenzyl)coptisine chloride

ID: ALA3331138

Chembl Id: CHEMBL3331138

PubChem CID: 118713482

Max Phase: Preclinical

Molecular Formula: C27H22ClNO5

Molecular Weight: 440.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2c3[n+](cc4c5c(ccc24)OCO5)CCc2cc4c(cc2-3)OCO4)cc1.[Cl-]

Standard InChI:  InChI=1S/C27H22NO5.ClH/c1-29-18-4-2-16(3-5-18)10-21-19-6-7-23-27(33-15-30-23)22(19)13-28-9-8-17-11-24-25(32-14-31-24)12-20(17)26(21)28;/h2-7,11-13H,8-10,14-15H2,1H3;1H/q+1;/p-1

Standard InChI Key:  WVZPJHUYVNVCAC-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: 440.48

Molecular Weight (Monoisotopic): 440.1492

AlogP: 4.41

#Rotatable Bonds: 3

Polar Surface Area: 50.03

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.59

CX LogD: 0.59

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: 0.96

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