(1S,2S,3S)-2-(4-(5-Chloropyrimidin-2-yl)phenyl)-1-fluoro-N-hydroxy-3-phenylcyclopropanecarboxamide

ID: ALA3794140

Chembl Id: CHEMBL3794140

PubChem CID: 72948414

Max Phase: Preclinical

Molecular Formula: C20H15ClFN3O2

Molecular Weight: 383.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)[C@]1(F)[C@H](c2ccccc2)[C@H]1c1ccc(-c2ncc(Cl)cn2)cc1

Standard InChI:  InChI=1S/C20H15ClFN3O2/c21-15-10-23-18(24-11-15)14-8-6-13(7-9-14)17-16(12-4-2-1-3-5-12)20(17,22)19(26)25-27/h1-11,16-17,27H,(H,25,26)/t16-,17-,20+/m1/s1

Standard InChI Key:  PXXBZPNRBLVAQD-HLIPFELVSA-N

Alternative Forms

1. Parent:

   

   ALA3794140

   (1S,2S,3S)-2-[4-(5-chloropyrimidin-2-yl)phenyl]-1-fluoro-N-hydroxy-3-phenylcyclopropane-1-carboxamide

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: 383.81

Molecular Weight (Monoisotopic): 383.0837

AlogP: 3.89

#Rotatable Bonds: 4

Polar Surface Area: 75.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.53

CX Basic pKa: 0.85

CX LogP: 3.50

CX LogD: 3.47

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -0.60

References

1. Luckhurst CA, Breccia P, Stott AJ, Aziz O, Birch HL, Bürli RW, Hughes SJ, Jarvis RE, Lamers M, Leonard PM, Matthews KL, McAllister G, Pollack S, Saville-Stones E, Wishart G, Yates D, Dominguez C..  (2016)  Potent, Selective, and CNS-Penetrant Tetrasubstituted Cyclopropane Class IIa Histone Deacetylase (HDAC) Inhibitors.,  7  (1): [PMID:26819662] [10.1021/acsmedchemlett.5b00302]

Source

Source(1):

• Scientific Literature