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

ID: ALA3251690

Chembl Id: CHEMBL3251690

PubChem CID: 54004466

Max Phase: Preclinical

Molecular Formula: C19H22N2O4

Molecular Weight: 342.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H22N2O4/c20-15(11-13-7-3-1-4-8-13)17(22)18(23)21-16(19(24)25)12-14-9-5-2-6-10-14/h1-10,15-17,22H,11-12,20H2,(H,21,23)(H,24,25)/t15-,16+,17+/m1/s1

Standard InChI Key:  KNWCAYPQYZZNGF-IKGGRYGDSA-N

Alternative Forms

1. Parent:

   

   ALA3251690

   (2S)-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]amino]-3-phenylpropanoic 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: 342.40

Molecular Weight (Monoisotopic): 342.1580

AlogP: 0.73

#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: 3.64

CX Basic pKa: 8.35

CX LogP: -0.70

CX LogD: -0.74

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.56

Np Likeness Score: 0.27

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