(2S,3R)-3-(3-Carboxy-4-chlorophenyl)pyrrolidine-2-carboxylic Acid Hydrochloride

ID: ALA4084540

Chembl Id: CHEMBL4084540

PubChem CID: 137647979

Max Phase: Preclinical

Molecular Formula: C12H13Cl2NO4

Molecular Weight: 269.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)c1cc([C@H]2CCN[C@@H]2C(=O)O)ccc1Cl

Standard InChI:  InChI=1S/C12H12ClNO4.ClH/c13-9-2-1-6(5-8(9)11(15)16)7-3-4-14-10(7)12(17)18;/h1-2,5,7,10,14H,3-4H2,(H,15,16)(H,17,18);1H/t7-,10+;/m1./s1

Standard InChI Key:  MWFIVBKDCYATMH-QJVKKXMWSA-N

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: 269.68

Molecular Weight (Monoisotopic): 269.0455

AlogP: 1.57

#Rotatable Bonds: 3

Polar Surface Area: 86.63

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.05

CX Basic pKa: 11.33

CX LogP: -0.87

CX LogD: -4.25

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.78

Np Likeness Score: 0.14

References

1. Gynther M, Proietti Silvestri I, Hansen JC, Hansen KB, Malm T, Ishchenko Y, Larsen Y, Han L, Kayser S, Auriola S, Petsalo A, Nielsen B, Pickering DS, Bunch L..  (2017)  Augmentation of Anticancer Drug Efficacy in Murine Hepatocellular Carcinoma Cells by a Peripherally Acting Competitive N-Methyl-d-aspartate (NMDA) Receptor Antagonist.,  60  (23): [PMID:29205034] [10.1021/acs.jmedchem.7b01624]

Source

Source(1):

• Scientific Literature