(S)-4-(1-(3,4-dimethoxyphenyl)-3-(2-methylpiperidin-1-yl)prop-1-en-2-yl)phenol

ID: ALA197918

Chembl Id: CHEMBL197918

PubChem CID: 24999704

Max Phase: Preclinical

Molecular Formula: C23H29NO3

Molecular Weight: 367.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C(/CN2CCCC[C@@H]2C)c2ccc(O)cc2)cc1OC

Standard InChI:  InChI=1S/C23H29NO3/c1-17-6-4-5-13-24(17)16-20(19-8-10-21(25)11-9-19)14-18-7-12-22(26-2)23(15-18)27-3/h7-12,14-15,17,25H,4-6,13,16H2,1-3H3/b20-14-/t17-/m0/s1

Standard InChI Key:  QTJQUKYSKDRPQH-PNWWAVQQSA-N

Alternative Forms

1. Parent:

   

   ALA197918

   4-[(E)-1-(3,4-dimethoxyphenyl)-3-[(2S)-2-methylpiperidin-1-yl]prop-1-en-2-yl]phenol

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: 367.49

Molecular Weight (Monoisotopic): 367.2147

AlogP: 4.82

#Rotatable Bonds: 6

Polar Surface Area: 41.93

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.54

CX Basic pKa: 8.70

CX LogP: 4.31

CX LogD: 3.24

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -0.28

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