(S)-1-[(S)-1-((2S,3R)-3-Amino-2-hydroxy-4-phenyl-butyryl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carboxylic acid amide

ID: ALA78699

Chembl Id: CHEMBL78699

PubChem CID: 11794649

Max Phase: Preclinical

Molecular Formula: C20H28N4O4

Molecular Weight: 388.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCN1C(=O)[C@@H](O)[C@H](N)Cc1ccccc1

Standard InChI:  InChI=1S/C20H28N4O4/c21-14(12-13-6-2-1-3-7-13)17(25)20(28)24-11-5-9-16(24)19(27)23-10-4-8-15(23)18(22)26/h1-3,6-7,14-17,25H,4-5,8-12,21H2,(H2,22,26)/t14-,15+,16+,17+/m1/s1

Standard InChI Key:  ZYJRZXLEYLLWOL-QZWWFDLISA-N

Alternative Forms

1. Parent:

   

   ALA78699

   (S)-1-[(S)-1-((2S,3R)-3-Amino-2-hydroxy-4-phenyl-butyryl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carboxylic acid amide

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: 388.47

Molecular Weight (Monoisotopic): 388.2111

AlogP: -0.62

#Rotatable Bonds: 6

Polar Surface Area: 129.96

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.58

CX Basic pKa: 8.35

CX LogP: -0.89

CX LogD: -1.88

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -0.21

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