(S)-2-((2S,3R)-3-Amino-2-hydroxy-5-phenylpentanamido)-4-methylpentanoic Acid

ID: ALA5185171

Chembl Id: CHEMBL5185171

PubChem CID: 168278557

Max Phase: Preclinical

Molecular Formula: C17H26N2O4

Molecular Weight: 322.41

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)[C@@H](O)[C@H](N)CCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C17H26N2O4/c1-11(2)10-14(17(22)23)19-16(21)15(20)13(18)9-8-12-6-4-3-5-7-12/h3-7,11,13-15,20H,8-10,18H2,1-2H3,(H,19,21)(H,22,23)/t13-,14+,15+/m1/s1

Standard InChI Key:  WINMLZWYPTWRES-ILXRZTDVSA-N

Alternative Forms

1. Parent:

   

   ALA5185171

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 322.41

Molecular Weight (Monoisotopic): 322.1893

AlogP: 0.92

#Rotatable Bonds: 9

Polar Surface Area: 112.65

Molecular Species: ZWITTERION

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.74

CX Basic pKa: 8.62

CX LogP: -0.66

CX LogD: -0.68

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.54

Np Likeness Score: 0.45

References

1. Vourloumis D, Mavridis I, Athanasoulis A, Temponeras I, Koumantou D, Giastas P, Mpakali A, Magrioti V, Leib J, van Endert P, Stratikos E, Papakyriakou A..  (2022)  Discovery of Selective Nanomolar Inhibitors for Insulin-Regulated Aminopeptidase Based on α-Hydroxy-β-amino Acid Derivatives of Bestatin.,  65  (14.0): [PMID:35833347] [10.1021/acs.jmedchem.2c00904]

Source

Source(1):

• Scientific Literature