(1S,3S)-3-Amino-4-difluoromethylenyl-1-cyclopentanoic Acid

ID: ALA2203661

Chembl Id: CHEMBL2203661

PubChem CID: 10464855

Max Phase: Preclinical

Molecular Formula: C7H9F2NO2

Molecular Weight: 177.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H]1C(=C(F)F)CC[C@@H]1C(=O)O

Standard InChI:  InChI=1S/C7H9F2NO2/c8-6(9)3-1-2-4(5(3)10)7(11)12/h4-5H,1-2,10H2,(H,11,12)/t4-,5+/m0/s1

Standard InChI Key:  PJSNEDZYDBCQQO-CRCLSJGQSA-N

Alternative Forms

1. Parent:

   

   ALA2203661

   (1S,2S)-2-amino-3-(difluoromethylidene)cyclopentane-1-carboxylic 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: 177.15

Molecular Weight (Monoisotopic): 177.0601

AlogP: 0.96

#Rotatable Bonds: 1

Polar Surface Area: 63.32

Molecular Species: ZWITTERION

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.37

CX Basic pKa: 9.87

CX LogP: -1.88

CX LogD: -1.88

Aromatic Rings: 0

Heavy Atoms: 12

QED Weighted: 0.63

Np Likeness Score: 0.88

References

1. Pan Y, Gerasimov MR, Kvist T, Wellendorph P, Madsen KK, Pera E, Lee H, Schousboe A, Chebib M, Bräuner-Osborne H, Craft CM, Brodie JD, Schiffer WK, Dewey SL, Miller SR, Silverman RB..  (2012)  (1S, 3S)-3-amino-4-difluoromethylenyl-1-cyclopentanoic acid (CPP-115), a potent γ-aminobutyric acid aminotransferase inactivator for the treatment of cocaine addiction.,  55  (1): [PMID:22128851] [10.1021/jm201231w]

Source

Source(1):

• Scientific Literature