(S)-1-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl)pyrrolidine-2-carboxylic acid

ID: ALA3251680

Chembl Id: CHEMBL3251680

Cas Number: 62023-67-0

PubChem CID: 11493044

Max Phase: Preclinical

Molecular Formula: C15H20N2O4

Molecular Weight: 292.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@H](Cc1ccccc1)[C@H](O)C(=O)N1CCC[C@H]1C(=O)O

Standard InChI:  InChI=1S/C15H20N2O4/c16-11(9-10-5-2-1-3-6-10)13(18)14(19)17-8-4-7-12(17)15(20)21/h1-3,5-6,11-13,18H,4,7-9,16H2,(H,20,21)/t11-,12+,13+/m1/s1

Standard InChI Key:  KTXOSNPEUDHINY-AGIUHOORSA-N

Alternative Forms

1. Parent:

   

   ALA3251680

   1-[(2S,3R)-3-Amino-2-hydroxy-1-oxo-4-phenylbutyl]-L-proline

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: 292.33

Molecular Weight (Monoisotopic): 292.1423

AlogP: -0.01

#Rotatable Bonds: 5

Polar Surface Area: 103.86

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.55

CX Basic pKa: 8.35

CX LogP: -2.08

CX LogD: -2.12

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: 0.07

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