(S)-2-Amino-4-(4,4-diphenyl-butyl)-pentanedioic acid

ID: ALA353177

Chembl Id: CHEMBL353177

PubChem CID: 10522172

Max Phase: Preclinical

Molecular Formula: C21H25NO4

Molecular Weight: 355.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](CC(CCCC(c1ccccc1)c1ccccc1)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C21H25NO4/c22-19(21(25)26)14-17(20(23)24)12-7-13-18(15-8-3-1-4-9-15)16-10-5-2-6-11-16/h1-6,8-11,17-19H,7,12-14,22H2,(H,23,24)(H,25,26)/t17?,19-/m0/s1

Standard InChI Key:  DWLOVDOPFJPWNE-NNBQYGFHSA-N

Alternative Forms

1. Parent:

   

   ALA353177

   (2S)-2-amino-4-(4,4-diphenylbutyl)pentanedioic acid

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: 355.43

Molecular Weight (Monoisotopic): 355.1784

AlogP: 3.49

#Rotatable Bonds: 10

Polar Surface Area: 100.62

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.99

CX Basic pKa: 9.53

CX LogP: 1.64

CX LogD: -1.09

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: 0.41

References

1. Wermuth CG, Mann A, Schoenfelder A, Wright RA, Johnson BG, Burnett JP, Mayne NG, Schoepp DD..  (1996)  (2S,4S)-2-amino-4-(4,4-diphenylbut-1-yl)- pentane-1,5-dioic acid: a potent and selective antagonist for metabotropic glutamate receptors negatively linked to adenylate cyclase.,  39  (4): [PMID:8632404] [10.1021/jm9508144]

Source

Source(1):

• Scientific Literature