dihydrocoptisine

ID: ALA3331117

Chembl Id: CHEMBL3331117

PubChem CID: 12303911

Max Phase: Preclinical

Molecular Formula: C19H15NO4

Molecular Weight: 321.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C2c3cc4c(cc3CCN2Cc2c1ccc1c2OCO1)OCO4

Standard InChI:  InChI=1S/C19H15NO4/c1-2-16-19(24-10-21-16)14-8-20-4-3-12-6-17-18(23-9-22-17)7-13(12)15(20)5-11(1)14/h1-2,5-7H,3-4,8-10H2

Standard InChI Key:  FYTDXOGJMXIITH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3331117

   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

Molecule Features

Natural Product: Yes

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: 321.33

Molecular Weight (Monoisotopic): 321.1001

AlogP: 3.01

#Rotatable Bonds: ┄

Polar Surface Area: 40.16

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.31

CX LogP: 2.78

CX LogD: 2.78

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: 0.81

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