13-(2,4-difluorobenzyl)coptisine chloride

ID: ALA3331133

Chembl Id: CHEMBL3331133

PubChem CID: 118713472

Max Phase: Preclinical

Molecular Formula: C26H18ClF2NO4

Molecular Weight: 446.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc(Cc2c3[n+](cc4c5c(ccc24)OCO5)CCc2cc4c(cc2-3)OCO4)c(F)c1.[Cl-]

Standard InChI:  InChI=1S/C26H18F2NO4.ClH/c27-16-2-1-15(21(28)9-16)7-19-17-3-4-22-26(33-13-30-22)20(17)11-29-6-5-14-8-23-24(32-12-31-23)10-18(14)25(19)29;/h1-4,8-11H,5-7,12-13H2;1H/q+1;/p-1

Standard InChI Key:  JJRXGFNGKOYQNS-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: 446.43

Molecular Weight (Monoisotopic): 446.1198

AlogP: 4.68

#Rotatable Bonds: 2

Polar Surface Area: 40.80

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.03

CX LogD: 1.03

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.42

Np Likeness Score: 0.52

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