(+/-)-13-(3-Trifluoromethylbenzyl)-tetrahydrocoptisine

ID: ALA3706719

Chembl Id: CHEMBL3706719

PubChem CID: 122197347

Max Phase: Preclinical

Molecular Formula: C27H20F3NO4

Molecular Weight: 479.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  FC(F)(F)c1cccc(CC2=C3c4cc5c(cc4CCN3Cc3c2ccc2c3OCO2)OCO5)c1

Standard InChI:  InChI=1S/C27H20F3NO4/c28-27(29,30)17-3-1-2-15(8-17)9-20-18-4-5-22-26(35-14-32-22)21(18)12-31-7-6-16-10-23-24(34-13-33-23)11-19(16)25(20)31/h1-5,8,10-11H,6-7,9,12-14H2

Standard InChI Key:  PRUNUAQIQQYUQG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3706719

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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: 479.45

Molecular Weight (Monoisotopic): 479.1344

AlogP: 5.65

#Rotatable Bonds: 2

Polar Surface Area: 40.16

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.73

CX LogP: 5.53

CX LogD: 5.53

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: 0.02

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