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

ID: ALA3527526

Chembl Id: CHEMBL3527526

Cas Number: 960058-93-9

PubChem CID: 22051600

Max Phase: Preclinical

Molecular Formula: C21H22N2O2

Molecular Weight: 334.42

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H22N2O2/c1-15-18(19-4-2-3-5-20(19)23-15)12-13-22-14-17-8-6-16(7-9-17)10-11-21(24)25/h2-11,22-23H,12-14H2,1H3,(H,24,25)/b11-10+

Standard InChI Key:  XVXVAVCOKYEXMZ-ZHACJKMWSA-N

Alternative Forms

1. Parent:

   

   ALA3527526

   (e)-3-(4-(((2-(2-Methyl-1h-indol-3-yl)ethyl)amino)methyl)phenyl)acrylic acid

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: 334.42

Molecular Weight (Monoisotopic): 334.1681

AlogP: 3.91

#Rotatable Bonds: 7

Polar Surface Area: 65.12

Molecular Species: ZWITTERION

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.82

CX Basic pKa: 9.72

CX LogP: 1.53

CX LogD: 1.53

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.45

Np Likeness Score: -0.36

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