4-[(5-Oxo-1-phenylpyrrolidin-3-yl)amino]-benzenecarbohydroxamicAcid

ID: ALA3415450

Chembl Id: CHEMBL3415450

PubChem CID: 57524661

Max Phase: Preclinical

Molecular Formula: C17H17N3O3

Molecular Weight: 311.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)c1ccc(NC2CC(=O)N(c3ccccc3)C2)cc1

Standard InChI:  InChI=1S/C17H17N3O3/c21-16-10-14(11-20(16)15-4-2-1-3-5-15)18-13-8-6-12(7-9-13)17(22)19-23/h1-9,14,18,23H,10-11H2,(H,19,22)

Standard InChI Key:  OOLHXGYPFJFYFT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3415450

   N-hydroxy-4-[(5-oxo-1-phenylpyrrolidin-3-yl)amino]benzamide

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: 311.34

Molecular Weight (Monoisotopic): 311.1270

AlogP: 2.02

#Rotatable Bonds: 4

Polar Surface Area: 81.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.24

CX Basic pKa: 2.93

CX LogP: 1.20

CX LogD: 1.19

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -1.33

References

1. Lin X, Chen W, Qiu Z, Guo L, Zhu W, Li W, Wang Z, Zhang W, Zhang Z, Rong Y, Zhang M, Yu L, Zhong S, Zhao R, Wu X, Wong JC, Tang G..  (2015)  Design and synthesis of orally bioavailable aminopyrrolidinone histone deacetylase 6 inhibitors.,  58  (6): [PMID:25734520] [10.1021/jm502011f]

Source

Source(1):

• Scientific Literature