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

ID: ALA3330058

Chembl Id: CHEMBL3330058

PubChem CID: 118712773

Max Phase: Preclinical

Molecular Formula: C15H16Cl2FN3O

Molecular Weight: 344.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#C[C@@H]1C[C@H](F)CN1C(=O)C[C@H](N)Cc1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C15H16Cl2FN3O/c16-13-2-1-9(4-14(13)17)3-11(20)6-15(22)21-8-10(18)5-12(21)7-19/h1-2,4,10-12H,3,5-6,8,20H2/t10-,11+,12-/m0/s1

Standard InChI Key:  JBPNPLREHXKRHY-TUAOUCFPSA-N

Alternative Forms

1. Parent:

   

   ALA3330058

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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: 344.22

Molecular Weight (Monoisotopic): 343.0654

AlogP: 2.72

#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: 8.91

CX LogP: 1.91

CX LogD: 0.39

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.91

Np Likeness Score: -0.55

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