(S)-1-(3-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)allyl)-2-methylpiperidine

ID: ALA197819

Chembl Id: CHEMBL197819

PubChem CID: 24999398

Max Phase: Preclinical

Molecular Formula: C24H31NO3

Molecular Weight: 381.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C(=C\c2ccc(OC)c(OC)c2)CN2CCCC[C@@H]2C)cc1

Standard InChI:  InChI=1S/C24H31NO3/c1-18-7-5-6-14-25(18)17-21(20-9-11-22(26-2)12-10-20)15-19-8-13-23(27-3)24(16-19)28-4/h8-13,15-16,18H,5-7,14,17H2,1-4H3/b21-15-/t18-/m0/s1

Standard InChI Key:  AEFWBVCUQVUPMF-IGCAKMCNSA-N

Alternative Forms

1. Parent:

   

   ALA197819

   (2S)-1-[(E)-3-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)prop-2-enyl]-2-methylpiperidine

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: 381.52

Molecular Weight (Monoisotopic): 381.2304

AlogP: 5.13

#Rotatable Bonds: 7

Polar Surface Area: 30.93

Molecular Species: BASE

HBA: 4

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 8.83

CX LogP: 4.83

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -0.52

References

1. Banwell MG, Bezos A, Burns C, Kruszelnicki I, Parish CR, Su S, Sydnes MO..  (2006)  C8c-C15 monoseco-analogues of the phenanthroquinolizidine alkaloids julandine and cryptopleurine exhibiting potent anti-angiogenic properties.,  16  (1): [PMID:16236503] [10.1016/j.bmcl.2005.09.032]

Source

Source(1):

• Scientific Literature