SID50111055

ID: ALA90621

Chembl Id: CHEMBL90621

PubChem CID: 9995423

Max Phase: Preclinical

Molecular Formula: C16H24N2O4

Molecular Weight: 308.38

Molecule Type: Small molecule

Names and Identifiers

Synonyms from Alternative Forms(1): Epibestatin HCl

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@H](O)[C@H](N)Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C16H24N2O4/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22)/t12-,13+,14-/m1/s1

Standard InChI Key:  VGGGPCQERPFHOB-HZSPNIEDSA-N

Alternative Forms

1. Parent:

   

   ALA90621

   N-[(2r,3r)-3-Amino-2-Hydroxy-4-Phenylbutanoyl]-L-Leucine

2. Alternative Forms:

   

   ALA90621

   EPIBESTATIN HYDROCHLORIDE

Molecule Features

Natural Product: Yes

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: 308.38

Molecular Weight (Monoisotopic): 308.1736

AlogP: 0.53

#Rotatable Bonds: 8

Polar Surface Area: 112.65

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.73

CX Basic pKa: 8.35

CX LogP: -1.10

CX LogD: -1.14

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.56

Np Likeness Score: 0.36

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. Nishizawa R, Saino T, Takita T, Suda H, Aoyagi T..  (1977)  Synthesis and structure-activity relationships of bestatin analogues, inhibitors of aminopeptidase B.,  20  (4): [PMID:850237] [10.1021/jm00214a010]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays