3-(4-((2-(2-methyl-1H-indol-3-yl)ethylamino)methyl)phenyl)acrylamide

ID: ALA3527525

Chembl Id: CHEMBL3527525

Cas Number: 960058-94-0

PubChem CID: 24888322

Max Phase: Preclinical

Molecular Formula: C21H23N3O

Molecular Weight: 333.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH]c2ccccc2c1CCNCc1ccc(/C=C/C(N)=O)cc1

Standard InChI:  InChI=1S/C21H23N3O/c1-15-18(19-4-2-3-5-20(19)24-15)12-13-23-14-17-8-6-16(7-9-17)10-11-21(22)25/h2-11,23-24H,12-14H2,1H3,(H2,22,25)/b11-10+

Standard InChI Key:  VOZMMIFGJRFSNT-ZHACJKMWSA-N

Alternative Forms

1. Parent:

   

   ALA3527525

   Panobinostat metabolite M37.8

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: 333.44

Molecular Weight (Monoisotopic): 333.1841

AlogP: 3.31

#Rotatable Bonds: 7

Polar Surface Area: 70.91

Molecular Species: BASE

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.71

CX LogP: 3.20

CX LogD: 0.94

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.46

Np Likeness Score: -0.51

References

1. Fredenhagen A, Kittelmann M, Oberer L, Kuhn A, Kühnöl J, Délémonté T, Aichholz R, Wang P, Atadja P, Shultz MD..  (2012)  Biocatalytic synthesis and structure elucidation of cyclized metabolites of the deacetylase inhibitor panobinostat (LBH589).,  40  (5): [PMID:22344701] [10.1124/dmd.111.043620]

Source

Source(1):

• Scientific Literature