4-Phenylbutanoyl-L-alanyl-2(S)-cyanopyrrolidine

ID: ALA4549821

Chembl Id: CHEMBL4549821

PubChem CID: 155550737

Max Phase: Preclinical

Molecular Formula: C18H23N3O2

Molecular Weight: 313.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)CCCc1ccccc1)C(=O)N1CCC[C@H]1C#N

Standard InChI:  InChI=1S/C18H23N3O2/c1-14(18(23)21-12-6-10-16(21)13-19)20-17(22)11-5-9-15-7-3-2-4-8-15/h2-4,7-8,14,16H,5-6,9-12H2,1H3,(H,20,22)/t14-,16-/m0/s1

Standard InChI Key:  UVOXDQRATSEGCP-HOCLYGCPSA-N

Alternative Forms

1. Parent:

   

   ALA4549821

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 313.40

Molecular Weight (Monoisotopic): 313.1790

AlogP: 2.03

#Rotatable Bonds: 6

Polar Surface Area: 73.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.71

CX Basic pKa: ┄

CX LogP: 1.76

CX LogD: 1.76

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.87

Np Likeness Score: -0.76

References

1. Kilpeläinen TP, Tyni JK, Lahtela-Kakkonen MK, Eteläinen TS, Myöhänen TT, Wallén EAA..  (2019)  Tetrazole as a Replacement of the Electrophilic Group in Characteristic Prolyl Oligopeptidase Inhibitors.,  10  (12): [PMID:31857839] [10.1021/acsmedchemlett.9b00394]

Source

Source(1):

• Scientific Literature