(S)-2-(2-Benzoylsulfanylmethyl-3-phenyl-butyrylamino)-butyric acid

ID: ALA11726

Chembl Id: CHEMBL11726

PubChem CID: 9978282

Max Phase: Preclinical

Molecular Formula: C22H25NO4S

Molecular Weight: 399.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](NC(=O)C(CSC(=O)c1ccccc1)C(C)c1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C22H25NO4S/c1-3-19(21(25)26)23-20(24)18(15(2)16-10-6-4-7-11-16)14-28-22(27)17-12-8-5-9-13-17/h4-13,15,18-19H,3,14H2,1-2H3,(H,23,24)(H,25,26)/t15?,18?,19-/m0/s1

Standard InChI Key:  ZUHWANQBSWSXTL-PPSBMQLTSA-N

Alternative Forms

1. Parent:

   

   ALA11726

   (2S)-2-[[2-(benzoylsulfanylmethyl)-3-phenylbutanoyl]amino]butanoic 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: 399.51

Molecular Weight (Monoisotopic): 399.1504

AlogP: 3.96

#Rotatable Bonds: 9

Polar Surface Area: 83.47

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.65

CX Basic pKa: ┄

CX LogP: 4.74

CX LogD: 1.41

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: -0.15

References

1. Fournié-Zaluski MC, Coric P, Turcaud S, Rousselet N, Gonzalez W, Barbe B, Pham I, Jullian N, Michel JB, Roques BP..  (1994)  New dual inhibitors of neutral endopeptidase and angiotensin-converting enzyme: rational design, bioavailability, and pharmacological responses in experimental hypertension.,  37  (8): [PMID:8164250] [10.1021/jm00034a005]

Source

Source(1):

• Scientific Literature