(E)-N-Adamantan-1-yl-3-(4-hydroxy-3-methoxy-phenyl)-acrylamide

ID: ALA3327357

Chembl Id: CHEMBL3327357

PubChem CID: 24783502

Max Phase: Preclinical

Molecular Formula: C20H25NO3

Molecular Weight: 327.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)NC23CC4CC(CC(C4)C2)C3)ccc1O

Standard InChI:  InChI=1S/C20H25NO3/c1-24-18-9-13(2-4-17(18)22)3-5-19(23)21-20-10-14-6-15(11-20)8-16(7-14)12-20/h2-5,9,14-16,22H,6-8,10-12H2,1H3,(H,21,23)/b5-3+

Standard InChI Key:  DALFYKTUUOPSDN-HWKANZROSA-N

Alternative Forms

1. Parent:

   

   ALA3327357

   (E)-N-(1-adamantyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide

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: 327.42

Molecular Weight (Monoisotopic): 327.1834

AlogP: 3.50

#Rotatable Bonds: 4

Polar Surface Area: 58.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.89

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: 0.04

References

1. Chen HZ, Chen YB, Lv YP, Zeng F, Zhang J, Zhou YL, Li HB, Chen LF, Zhou BJ, Gao JR, Xia CN..  (2014)  Synthesis and antitumor activity of feruloyl and caffeoyl derivatives.,  24  (18): [PMID:25160837] [10.1016/j.bmcl.2014.08.024]

Source

Source(1):

• Scientific Literature