(S)-1-[(S)-1-((2S,3R)-3-Amino-2-hydroxy-4-phenyl-butyryl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carboxylic acid {(S)-1-[(S)-1-((R)-1-carbamoyl-2-mercapto-ethylcarbamoyl)-ethylcarbamoyl]-ethyl}-amide

ID: ALA78505

Chembl Id: CHEMBL78505

PubChem CID: 44317216

Max Phase: Preclinical

Molecular Formula: C29H43N7O7S

Molecular Weight: 633.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H43N7O7S/c1-16(25(39)32-17(2)26(40)34-20(15-44)24(31)38)33-27(41)21-10-6-12-35(21)28(42)22-11-7-13-36(22)29(43)23(37)19(30)14-18-8-4-3-5-9-18/h3-5,8-9,16-17,19-23,37,44H,6-7,10-15,30H2,1-2H3,(H2,31,38)(H,32,39)(H,33,41)(H,34,40)/t16-,17-,19+,20-,21-,22-,23-/m0/s1

Standard InChI Key:  NZQDJXSJXCVXAN-FCZNNESMSA-N

Alternative Forms

1. Parent:

   

   ALA78505

   H-bAla(2S-OH,3R-Bn)-Pro-Pro-Ala-Ala-Cys-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: 633.77

Molecular Weight (Monoisotopic): 633.2945

AlogP: -2.19

#Rotatable Bonds: 13

Polar Surface Area: 217.26

Molecular Species: NEUTRAL

HBA: 9

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.95

CX Basic pKa: 8.34

CX LogP: -2.57

CX LogD: -3.43

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.12

Np Likeness Score: -0.27

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