(2S,4R)-N-(3-chlorobenzyl)-4-hydroxy-1-(2-(3-methylisoxazol-5-yl)acetyl)pyrrolidine-2-carboxamide

ID: ALA3260850

Chembl Id: CHEMBL3260850

Cas Number: 1360616-10-9

PubChem CID: 57381960

Max Phase: Preclinical

Molecular Formula: C18H20ClN3O4

Molecular Weight: 377.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(CC(=O)N2C[C@H](O)C[C@H]2C(=O)NCc2cccc(Cl)c2)on1

Standard InChI:  InChI=1S/C18H20ClN3O4/c1-11-5-15(26-21-11)8-17(24)22-10-14(23)7-16(22)18(25)20-9-12-3-2-4-13(19)6-12/h2-6,14,16,23H,7-10H2,1H3,(H,20,25)/t14-,16+/m1/s1

Standard InChI Key:  LITPAOYSUGZCNV-ZBFHGGJFSA-N

Alternative Forms

1. Parent:

   

   ALA3260850

   (2S,4R)-N-[(3-Chlorophenyl)methyl]-4-hydroxy-1-[2-(3-methyl-5-isoxazolyl)acetyl]-2-pyrrolidinecarboxamide

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: 377.83

Molecular Weight (Monoisotopic): 377.1142

AlogP: 1.46

#Rotatable Bonds: 5

Polar Surface Area: 95.67

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.51

CX Basic pKa: 0.54

CX LogP: 0.36

CX LogD: 0.36

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.82

Np Likeness Score: -1.52

References

1. Guo W, Wisniewski JA, Ji H..  (2014)  Hot spot-based design of small-molecule inhibitors for protein-protein interactions.,  24  (11): [PMID:24751445] [10.1016/j.bmcl.2014.03.095]

2. Palacios DS..  (2022)  Drug Hunting at the Nexus of Medicinal Chemistry and Chemical Biology and the Discovery of Novel Therapeutic Modalities.,  65  (20.0): [PMID:36206538] [10.1021/acs.jmedchem.2c01491]

Source

Source(1):

• Scientific Literature