(S)-2-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido)pentanedioic acid

ID: ALA3251682

Chembl Id: CHEMBL3251682

PubChem CID: 54053849

Max Phase: Preclinical

Molecular Formula: C15H20N2O6

Molecular Weight: 324.33

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H20N2O6/c16-10(8-9-4-2-1-3-5-9)13(20)14(21)17-11(15(22)23)6-7-12(18)19/h1-5,10-11,13,20H,6-8,16H2,(H,17,21)(H,18,19)(H,22,23)/t10-,11+,13+/m1/s1

Standard InChI Key:  LUVJWVOAVJJTRA-MDZLAQPJSA-N

Alternative Forms

1. Parent:

   

   ALA3251682

   (2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]amino]pentanedioic 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: 324.33

Molecular Weight (Monoisotopic): 324.1321

AlogP: -0.65

#Rotatable Bonds: 9

Polar Surface Area: 149.95

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.21

CX Basic pKa: 8.35

CX LogP: -3.03

CX LogD: -5.91

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.40

Np Likeness Score: 0.54

References

1. 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(1):

• Scientific Literature