(2S,4S)-1-[(3R)-3-amino-4-(2,4,5-trifluorophenyl)butanoyl]-4-fluoropyrrolidine-2-carbonitrile

ID: ALA3330060

Chembl Id: CHEMBL3330060

PubChem CID: 118712775

Max Phase: Preclinical

Molecular Formula: C15H15F4N3O

Molecular Weight: 329.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C[C@@H]1C[C@H](F)CN1C(=O)C[C@H](N)Cc1cc(F)c(F)cc1F

Standard InChI:  InChI=1S/C15H15F4N3O/c16-9-3-11(6-20)22(7-9)15(23)4-10(21)1-8-2-13(18)14(19)5-12(8)17/h2,5,9-11H,1,3-4,7,21H2/t9-,10+,11-/m0/s1

Standard InChI Key:  ROKKOEGCWJIYBM-AXFHLTTASA-N

Alternative Forms

1. Parent:

   

   ALA3330060

   ---

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: 329.30

Molecular Weight (Monoisotopic): 329.1151

AlogP: 1.83

#Rotatable Bonds: 4

Polar Surface Area: 70.12

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.78

CX LogP: 1.13

CX LogD: -0.26

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.68

Np Likeness Score: -0.62

References

1. Ji X, Xia C, Wang J, Su M, Zhang L, Dong T, Li Z, Wan X, Li J, Li J, Zhao L, Gao Z, Jiang H, Liu H..  (2014)  Design, synthesis and biological evaluation of 4-fluoropyrrolidine-2-carbonitrile and octahydrocyclopenta[b]pyrrole-2-carbonitrile derivatives as dipeptidyl peptidase IV inhibitors.,  86  [PMID:25164763] [10.1016/j.ejmech.2014.08.059]

Source

Source(1):

• Scientific Literature