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

ID: ALA4068651

Chembl Id: CHEMBL4068651

PubChem CID: 137633113

Max Phase: Preclinical

Molecular Formula: C12H13BrClNO4

Molecular Weight: 314.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)c1cc([C@H]2CCN[C@@H]2C(=O)O)ccc1Br

Standard InChI:  InChI=1S/C12H12BrNO4.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:  NXAYZLNELKIUOC-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: 314.13

Molecular Weight (Monoisotopic): 312.9950

AlogP: 1.68

#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: 0.51

CX Basic pKa: 11.34

CX LogP: -0.69

CX LogD: -4.11

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: 0.39

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