3-(3-Amino-2-hydroxy-4-phenyl-butyrylamino)-propionic acid

ID: ALA70599

Chembl Id: CHEMBL70599

PubChem CID: 15011209

Max Phase: Preclinical

Molecular Formula: C13H18N2O4

Molecular Weight: 266.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H18N2O4/c14-10(8-9-4-2-1-3-5-9)12(18)13(19)15-7-6-11(16)17/h1-5,10,12,18H,6-8,14H2,(H,15,19)(H,16,17)/t10-,12+/m1/s1

Standard InChI Key:  MZXYZGMKLPCJRH-PWSUYJOCSA-N

Alternative Forms

1. Parent:

   

   ALA70599

   3-((2S,3R)-3-Amino-2-hydroxy-4-phenyl-butyrylamino)-propionic 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: 266.30

Molecular Weight (Monoisotopic): 266.1267

AlogP: -0.49

#Rotatable Bonds: 7

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: 3.90

CX Basic pKa: 8.35

CX LogP: -2.69

CX LogD: -2.72

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.53

Np Likeness Score: 0.08

References

1. Yuan W, Munoz B, Wong CH, Haeggström JZ, Wetterholm A, Samuelsson B..  (1993)  Development of selective tight-binding inhibitors of leukotriene A4 hydrolase.,  36  (2): [PMID:8423594] [10.1021/jm00054a004]

2. Yuan W, Zhong Z, Wong C, Haeggstrom JZ, Wetterholm A, Samuelsson B.  (1991)  Probing the inhibition of leukotriene A4 hydrolase based on its aminopeptidase activity,  1  (10): [10.1016/S0960-894X(01)80464-9]

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(1):

• Scientific Literature