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

ID: ALA3793439

Chembl Id: CHEMBL3793439

PubChem CID: 72948223

Max Phase: Preclinical

Molecular Formula: C19H15FN2O3

Molecular Weight: 338.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)[C@]1(F)[C@H](c2ccccc2)[C@H]1c1ccc(-c2cnco2)cc1

Standard InChI:  InChI=1S/C19H15FN2O3/c20-19(18(23)22-24)16(13-4-2-1-3-5-13)17(19)14-8-6-12(7-9-14)15-10-21-11-25-15/h1-11,16-17,24H,(H,22,23)/t16-,17-,19+/m1/s1

Standard InChI Key:  TUZLRTHLFZOEMM-LMMKCTJWSA-N

Alternative Forms

1. Parent:

   

   ALA3793439

   (1S,2S,3S)-1-fluoro-N-hydroxy-2-[4-(1,3-oxazol-5-yl)phenyl]-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: 338.34

Molecular Weight (Monoisotopic): 338.1067

AlogP: 3.44

#Rotatable Bonds: 4

Polar Surface Area: 75.36

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: 0.78

CX LogP: 2.24

CX LogD: 2.21

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: -0.27

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