(S)-1-((2R,3R)-3-Amino-2-hydroxy-5-methyl-hexanoyl)-pyrrolidine-2-carboxylic acid ((S)-1-carbamoyl-ethyl)-amide

ID: ALA81423

Chembl Id: CHEMBL81423

PubChem CID: 10687736

Max Phase: Preclinical

Molecular Formula: C15H28N4O4

Molecular Weight: 328.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H](N)[C@@H](O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(N)=O

Standard InChI:  InChI=1S/C15H28N4O4/c1-8(2)7-10(16)12(20)15(23)19-6-4-5-11(19)14(22)18-9(3)13(17)21/h8-12,20H,4-7,16H2,1-3H3,(H2,17,21)(H,18,22)/t9-,10+,11-,12+/m0/s1

Standard InChI Key:  PDGQBIYMLALKTR-WHOHXGKFSA-N

Alternative Forms

1. Parent:

   

   ALA81423

   H-bAla(2R-OH,3R-iBu)-Pro-Ala-NH2

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: 328.41

Molecular Weight (Monoisotopic): 328.2111

AlogP: -1.30

#Rotatable Bonds: 7

Polar Surface Area: 138.75

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.33

CX Basic pKa: 8.77

CX LogP: -1.56

CX LogD: -2.94

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.46

Np Likeness Score: -0.31

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