(R)-2-((R)-2-{(2R,3S)-2-[(R)-4-Carbamoyl-2-((R)-2-mercaptomethyl-3-phenyl-propionylamino)-butyrylamino]-3-hydroxy-butyrylamino}-3-hydroxy-propionylamino)-propionic acid

ID: ALA324689

Chembl Id: CHEMBL324689

PubChem CID: 44343339

Max Phase: Preclinical

Molecular Formula: C25H37N5O9S

Molecular Weight: 583.66

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H37N5O9S/c1-13(25(38)39)27-23(36)18(11-31)29-24(37)20(14(2)32)30-22(35)17(8-9-19(26)33)28-21(34)16(12-40)10-15-6-4-3-5-7-15/h3-7,13-14,16-18,20,31-32,40H,8-12H2,1-2H3,(H2,26,33)(H,27,36)(H,28,34)(H,29,37)(H,30,35)(H,38,39)/t13-,14+,16+,17-,18-,20-/m1/s1

Standard InChI Key:  HUVIPKGDMWNWII-CNBYDDNMSA-N

Alternative Forms

1. Parent:

   

   ALA324689

   (2R)-2-[[(2R)-2-[[(2R,3S)-2-[[(2R)-5-amino-2-[[(2R)-2-benzyl-3-sulfanylpropanoyl]amino]-5-oxopentanoyl]amino]-3-hydroxybutanoyl]amino]-3-hydroxypropanoyl]amino]propanoic acid

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: 583.66

Molecular Weight (Monoisotopic): 583.2312

AlogP: -2.54

#Rotatable Bonds: 17

Polar Surface Area: 237.25

Molecular Species: ACID

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.47

CX Basic pKa: ┄

CX LogP: -2.41

CX LogD: -5.80

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.09

Np Likeness Score: 0.26

References

1. Martin L, Cornille F, Coric P, Roques BP, Fournié-Zaluski MC..  (1998)  Beta-amino-thiols inhibit the zinc metallopeptidase activity of tetanus toxin light chain.,  41  (18): [PMID:9719598] [10.1021/jm981015z]

Source

Source(1):

• Scientific Literature