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

ID: ALA4102488

Chembl Id: CHEMBL4102488

PubChem CID: 90344476

Max Phase: Preclinical

Molecular Formula: C13H16ClNO4

Molecular Weight: 249.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc([C@H]2CCN[C@@H]2C(=O)O)cc1C(=O)O.Cl

Standard InChI:  InChI=1S/C13H15NO4.ClH/c1-7-2-3-8(6-10(7)12(15)16)9-4-5-14-11(9)13(17)18;/h2-3,6,9,11,14H,4-5H2,1H3,(H,15,16)(H,17,18);1H/t9-,11+;/m1./s1

Standard InChI Key:  IEMBOYVGGOVPFL-XQKZEKTMSA-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: 249.27

Molecular Weight (Monoisotopic): 249.1001

AlogP: 1.22

#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: 1.39

CX Basic pKa: 11.38

CX LogP: -0.97

CX LogD: -4.17

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: 0.36

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