1-[1-(3-Amino-2-hydroxy-4-phenyl-butyryl)-4-hydroxy-pyrrolidine-2-carbonyl]-pyrrolidine-2-carboxylic acid (1-carbamoyl-ethyl)-amide

ID: ALA2369857

Chembl Id: CHEMBL2369857

PubChem CID: 10624384

Max Phase: Preclinical

Molecular Formula: C23H33N5O6

Molecular Weight: 475.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1C[C@@H](O)CN1C(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C23H33N5O6/c1-13(20(25)31)26-21(32)17-8-5-9-27(17)22(33)18-11-15(29)12-28(18)23(34)19(30)16(24)10-14-6-3-2-4-7-14/h2-4,6-7,13,15-19,29-30H,5,8-12,24H2,1H3,(H2,25,31)(H,26,32)/t13-,15+,16+,17-,18-,19-/m0/s1

Standard InChI Key:  WAQIACRLBKOQJK-HNKCEKSGSA-N

Alternative Forms

1. Parent:

   

   ALA2369857

   H-bAla(2S-OH,3R-Bn)-Hyp-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: 475.55

Molecular Weight (Monoisotopic): 475.2431

AlogP: -2.14

#Rotatable Bonds: 8

Polar Surface Area: 179.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.06

CX Basic pKa: 8.35

CX LogP: -2.57

CX LogD: -3.56

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: -0.24

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