3-(4-((3-(Cyclopropylamino)-2-(4-fluorophenyl)prop-1-en-1-yl)phenyl)-N-(E)-hydroxyacrylamide

ID: ALA3758457

Chembl Id: CHEMBL3758457

PubChem CID: 25269097

Max Phase: Preclinical

Molecular Formula: C21H21FN2O2

Molecular Weight: 352.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/c1ccc(/C=C(/CNC2CC2)c2ccc(F)cc2)cc1)NO

Standard InChI:  InChI=1S/C21H21FN2O2/c22-19-8-6-17(7-9-19)18(14-23-20-10-11-20)13-16-3-1-15(2-4-16)5-12-21(25)24-26/h1-9,12-13,20,23,26H,10-11,14H2,(H,24,25)/b12-5+,18-13-

Standard InChI Key:  NODIYCZWVUUEMT-HTZRGULJSA-N

Alternative Forms

1. Parent:

   

   ALA3758457

   (E)-3-[4-[(E)-3-(cyclopropylamino)-2-(4-fluorophenyl)prop-1-enyl]phenyl]-N-hydroxyprop-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: 352.41

Molecular Weight (Monoisotopic): 352.1587

AlogP: 3.64

#Rotatable Bonds: 7

Polar Surface Area: 61.36

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.68

CX Basic pKa: 8.94

CX LogP: 3.19

CX LogD: 1.96

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.31

Np Likeness Score: -0.48

References

1. Kachhadia V, Rajagopal S, Ponpandian T, Vignesh R, Anandhan K, Prabhu D, Rajendran P, Nidhyanandan S, Roy AM, Ahamed FA, Surendran N, Rajagopal S, Narayanan S, Gopalan B..  (2016)  Orally available stilbene derivatives as potent HDAC inhibitors with antiproliferative activities and antitumor effects in human tumor xenografts.,  108  [PMID:26689485] [10.1016/j.ejmech.2015.11.014]

Source

Source(1):

• Scientific Literature