2-[(S)-2-((S)-1-Carbamoyl-ethylcarbamoyl)-pyrrolidin-1-yl]-4-phenyl-butyric acid

ID: ALA311925

Chembl Id: CHEMBL311925

PubChem CID: 10665335

Max Phase: Preclinical

Molecular Formula: C18H25N3O4

Molecular Weight: 347.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@@H]1CCCN1C(CCc1ccccc1)C(=O)O)C(N)=O

Standard InChI:  InChI=1S/C18H25N3O4/c1-12(16(19)22)20-17(23)14-8-5-11-21(14)15(18(24)25)10-9-13-6-3-2-4-7-13/h2-4,6-7,12,14-15H,5,8-11H2,1H3,(H2,19,22)(H,20,23)(H,24,25)/t12-,14-,15?/m0/s1

Standard InChI Key:  WNNJXDIQECNRGK-XRJCJLGXSA-N

Alternative Forms

1. Parent:

   

   ALA311925

   2-[(S)-2-((S)-1-Carbamoyl-ethylcarbamoyl)-pyrrolidin-1-yl]-4-phenyl-butyric 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: 347.42

Molecular Weight (Monoisotopic): 347.1845

AlogP: 0.53

#Rotatable Bonds: 8

Polar Surface Area: 112.73

Molecular Species: ZWITTERION

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.67

CX Basic pKa: 8.73

CX LogP: -1.38

CX LogD: -1.80

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.63

Np Likeness Score: -0.39

References

1. Maggiora LL, Orawski AT, Simmons WH..  (1999)  Apstatin analogue inhibitors of aminopeptidase P, a bradykinin-degrading enzyme.,  42  (13): [PMID:10395480] [10.1021/jm9805642]

Source

Source(1):

• Scientific Literature