(2S,3R)-3-(3-Carbamoylphenyl)-2-carboxypyrrolidin-1-ium Hydrochloride

ID: ALA4088958

Chembl Id: CHEMBL4088958

PubChem CID: 137643706

Max Phase: Preclinical

Molecular Formula: C12H15ClN2O3

Molecular Weight: 234.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NC(=O)c1cccc([C@H]2CCN[C@@H]2C(=O)O)c1

Standard InChI:  InChI=1S/C12H14N2O3.ClH/c13-11(15)8-3-1-2-7(6-8)9-4-5-14-10(9)12(16)17;/h1-3,6,9-10,14H,4-5H2,(H2,13,15)(H,16,17);1H/t9-,10+;/m1./s1

Standard InChI Key:  HKWXNBGXTMYXGT-UXQCFNEQSA-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: 234.25

Molecular Weight (Monoisotopic): 234.1004

AlogP: 0.32

#Rotatable Bonds: 3

Polar Surface Area: 92.42

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.49

CX Basic pKa: 11.25

CX LogP: -2.22

CX LogD: -2.22

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.70

Np Likeness Score: 0.17

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