crebinostat

ID: ALA3759982

Chembl Id: CHEMBL3759982

Cas Number: 1092061-61-4

PubChem CID: 25118059

Max Phase: Preclinical

Molecular Formula: C20H23N3O3

Molecular Weight: 353.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCCCC(=O)N/N=C/c1ccc(-c2ccccc2)cc1)NO

Standard InChI:  InChI=1S/C20H23N3O3/c24-19(9-5-2-6-10-20(25)23-26)22-21-15-16-11-13-18(14-12-16)17-7-3-1-4-8-17/h1,3-4,7-8,11-15,26H,2,5-6,9-10H2,(H,22,24)(H,23,25)/b21-15+

Standard InChI Key:  AEIVDBATQVVQFS-RCCKNPSSSA-N

Alternative Forms

1. Parent:

   

   ALA3759982

   Crebinostat

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: 353.42

Molecular Weight (Monoisotopic): 353.1739

AlogP: 3.26

#Rotatable Bonds: 9

Polar Surface Area: 90.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.91

CX Basic pKa: 2.26

CX LogP: 3.10

CX LogD: 3.09

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.28

Np Likeness Score: -0.83

References

1. Ghosh B, Zhao WN, Reis SA, Patnaik D, Fass DM, Tsai LH, Mazitschek R, Haggarty SJ..  (2016)  Dissecting structure-activity-relationships of crebinostat: Brain penetrant HDAC inhibitors for neuroepigenetic regulation.,  26  (4): [PMID:26804233] [10.1016/j.bmcl.2016.01.022]

2. Ballante F, Reddy DR, Zhou NJ, Marshall GR..  (2017)  Structural insights of SmKDAC8 inhibitors: Targeting Schistosoma epigenetics through a combined structure-based 3D QSAR, in vitro and synthesis strategy.,  25  (7): [PMID:28259528] [10.1016/j.bmc.2017.02.020]

Source

Source(1):

• Scientific Literature