(1R,2R,3R)-2-(4-(5-(difluoromethoxy)pyrimidin-2-yl)phenyl)-N-hydroxy-3-phenylcyclopropanecarboxamide

ID: ALA3793739

Chembl Id: CHEMBL3793739

PubChem CID: 127028844

Max Phase: Preclinical

Molecular Formula: C21H17F2N3O3

Molecular Weight: 397.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H17F2N3O3/c22-21(23)29-15-10-24-19(25-11-15)14-8-6-13(7-9-14)17-16(18(17)20(27)26-28)12-4-2-1-3-5-12/h1-11,16-18,21,28H,(H,26,27)/t16-,17-,18-/m1/s1

Standard InChI Key:  OTONNVWJSPNSJJ-KZNAEPCWSA-N

Alternative Forms

1. Parent:

   

   ALA3793739

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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: 397.38

Molecular Weight (Monoisotopic): 397.1238

AlogP: 3.75

#Rotatable Bonds: 6

Polar Surface Area: 84.34

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.86

CX Basic pKa: 1.97

CX LogP: 3.58

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.49

Np Likeness Score: -0.78

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