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

ID: ALA79092

Chembl Id: CHEMBL79092

PubChem CID: 10672283

Max Phase: Preclinical

Molecular Formula: C22H31N5O5S

Molecular Weight: 477.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CSCN1C(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(N)=O

Standard InChI:  InChI=1S/C22H31N5O5S/c1-13(19(24)29)25-20(30)16-8-5-9-26(16)21(31)17-11-33-12-27(17)22(32)18(28)15(23)10-14-6-3-2-4-7-14/h2-4,6-7,13,15-18,28H,5,8-12,23H2,1H3,(H2,24,29)(H,25,30)/t13-,15+,16-,17-,18-/m0/s1

Standard InChI Key:  VXQMBLUFKRQEEZ-ITWBUVANSA-N

Alternative Forms

1. Parent:

   

   ALA79092

   H-bAla(2S-OH,3R-Bn)-Thz-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: 477.59

Molecular Weight (Monoisotopic): 477.2046

AlogP: -1.20

#Rotatable Bonds: 8

Polar Surface Area: 159.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.05

CX Basic pKa: 8.35

CX LogP: -1.56

CX LogD: -2.55

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -0.65

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