(2S,3R)-2-Carboxy-3-(3-carboxy-4-fluorophenyl)pyrrolidin-1-ium Hydrochloride

ID: ALA4099104

Chembl Id: CHEMBL4099104

PubChem CID: 137659749

Max Phase: Preclinical

Molecular Formula: C12H13ClFNO4

Molecular Weight: 253.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.O=C(O)c1cc([C@H]2CCN[C@@H]2C(=O)O)ccc1F

Standard InChI:  InChI=1S/C12H12FNO4.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:  HREXNUJSYOQESS-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: 253.23

Molecular Weight (Monoisotopic): 253.0750

AlogP: 1.05

#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: 1.06

CX Basic pKa: 11.33

CX LogP: -1.32

CX LogD: -4.65

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: -0.01

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