(+/-)-8-cyanodihydrocoptisine

ID: ALA3612179

Chembl Id: CHEMBL3612179

PubChem CID: 71572631

Max Phase: Preclinical

Molecular Formula: C20H14N2O4

Molecular Weight: 346.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CC1c2c(ccc3c2OCO3)C=C2c3cc4c(cc3CCN21)OCO4

Standard InChI:  InChI=1S/C20H14N2O4/c21-8-15-19-12(1-2-16-20(19)26-10-23-16)5-14-13-7-18-17(24-9-25-18)6-11(13)3-4-22(14)15/h1-2,5-7,15H,3-4,9-10H2

Standard InChI Key:  PSYCZVJSBCHQQB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3612179

   5,7,17,19-Tetraoxa-13-azahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-1(24),2,4(8),9,15(23),16(20),21-heptaene-14-carbonitrile

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: 346.34

Molecular Weight (Monoisotopic): 346.0954

AlogP: 3.08

#Rotatable Bonds: ┄

Polar Surface Area: 63.95

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.89

CX Basic pKa: 0.85

CX LogP: 2.52

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: 0.99

References

1. 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