(1R,2R,3R)-N-hydroxy-2-phenyl-3-(4-(4-(trifluoromethyl)pyrimidin-2-yl)phenyl)cyclopropanecarboxamide

ID: ALA3794334

Chembl Id: CHEMBL3794334

PubChem CID: 60148714

Max Phase: Preclinical

Molecular Formula: C21H16F3N3O2

Molecular Weight: 399.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)[C@@H]1[C@H](c2ccccc2)[C@H]1c1ccc(-c2nccc(C(F)(F)F)n2)cc1

Standard InChI:  InChI=1S/C21H16F3N3O2/c22-21(23,24)15-10-11-25-19(26-15)14-8-6-13(7-9-14)17-16(18(17)20(28)27-29)12-4-2-1-3-5-12/h1-11,16-18,29H,(H,27,28)/t16-,17-,18-/m1/s1

Standard InChI Key:  ABWQSANXEMWPFY-KZNAEPCWSA-N

Alternative Forms

1. Parent:

   

   ALA3794334

   (1R,2R,3R)-N-hydroxy-2-phenyl-3-[4-[4-(trifluoromethyl)pyrimidin-2-yl]phenyl]cyclopropane-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: 399.37

Molecular Weight (Monoisotopic): 399.1195

AlogP: 4.17

#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: 8.86

CX Basic pKa: 1.20

CX LogP: 4.23

CX LogD: 4.22

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -0.71

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