4-{[1-(4-Chlorophenyl)-3-methyl-2-oxopyrrolidin-3-yl]amino}-benzenecarbohydroxamicAcid

ID: ALA3415627

Chembl Id: CHEMBL3415627

Cas Number: 1390618-15-1

PubChem CID: 57524021

Max Phase: Preclinical

Molecular Formula: C18H18ClN3O3

Molecular Weight: 359.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(Nc2ccc(C(=O)NO)cc2)CCN(c2ccc(Cl)cc2)C1=O

Standard InChI:  InChI=1S/C18H18ClN3O3/c1-18(20-14-6-2-12(3-7-14)16(23)21-25)10-11-22(17(18)24)15-8-4-13(19)5-9-15/h2-9,20,25H,10-11H2,1H3,(H,21,23)

Standard InChI Key:  JMBODOHYRWZQEW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3415627

   4-[[1-(4-chlorophenyl)-3-methyl-2-oxopyrrolidin-3-yl]amino]-N-hydroxybenzamide

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: 359.81

Molecular Weight (Monoisotopic): 359.1037

AlogP: 3.07

#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: 1.02

CX LogP: 2.21

CX LogD: 2.20

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: -0.88

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