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

ID: ALA3251688

Chembl Id: CHEMBL3251688

PubChem CID: 54120738

Max Phase: Preclinical

Molecular Formula: C15H22N2O4

Molecular Weight: 294.35

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H22N2O4/c1-2-6-12(15(20)21)17-14(19)13(18)11(16)9-10-7-4-3-5-8-10/h3-5,7-8,11-13,18H,2,6,9,16H2,1H3,(H,17,19)(H,20,21)/t11-,12+,13+/m1/s1

Standard InChI Key:  NNNBTEXVYNDCLO-AGIUHOORSA-N

Alternative Forms

1. Parent:

   

   ALA3251688

   (2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]amino]pentanoic 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: 294.35

Molecular Weight (Monoisotopic): 294.1580

AlogP: 0.29

#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: 3.67

CX Basic pKa: 8.35

CX LogP: -1.39

CX LogD: -1.43

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.55

Np Likeness Score: 0.33

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