(S)-6-amino-2-((2S,3R)-3-amino-2-hydroxy-4-phenylbutanamido)hexanoic acid

ID: ALA3251681

Chembl Id: CHEMBL3251681

PubChem CID: 90655738

Max Phase: Preclinical

Molecular Formula: C16H25N3O4

Molecular Weight: 323.39

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H25N3O4/c17-9-5-4-8-13(16(22)23)19-15(21)14(20)12(18)10-11-6-2-1-3-7-11/h1-3,6-7,12-14,20H,4-5,8-10,17-18H2,(H,19,21)(H,22,23)/t12-,13+,14+/m1/s1

Standard InChI Key:  WGBHTQBTGQXMGR-RDBSUJKOSA-N

Alternative Forms

1. Parent:

   

   ALA3251681

   (2S)-6-amino-2-[[(2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl]amino]hexanoic 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: 323.39

Molecular Weight (Monoisotopic): 323.1845

AlogP: -0.38

#Rotatable Bonds: 10

Polar Surface Area: 138.67

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.64

CX Basic pKa: 10.21

CX LogP: -2.59

CX LogD: -3.47

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.37

Np Likeness Score: 0.60

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