(S)-1-((3R,4S)-4-Amino-3-hydroxy-6-methyl-heptanoyl)-pyrrolidine-2-carboxylic acid ((S)-1-carbamoyl-ethyl)-amide

ID: ALA78482

Chembl Id: CHEMBL78482

PubChem CID: 10521264

Max Phase: Preclinical

Molecular Formula: C16H30N4O4

Molecular Weight: 342.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H30N4O4/c1-9(2)7-11(17)13(21)8-14(22)20-6-4-5-12(20)16(24)19-10(3)15(18)23/h9-13,21H,4-8,17H2,1-3H3,(H2,18,23)(H,19,24)/t10-,11-,12-,13+/m0/s1

Standard InChI Key:  FRDYHGMXWCWIGC-ZDEQEGDKSA-N

Alternative Forms

1. Parent:

   

   ALA78482

   H-Sta(3R,4S)-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: 342.44

Molecular Weight (Monoisotopic): 342.2267

AlogP: -0.91

#Rotatable Bonds: 8

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: 12.43

CX Basic pKa: 9.66

CX LogP: -1.48

CX LogD: -3.67

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.45

Np Likeness Score: -0.33

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