(2S)-2-({[(1R)-1-(N-Acetyl-L-leucylamido)-2-phenylethyl]-(hydroxy)phosphoryl}methyl)-4-phenylbutanoic Acid

ID: ALA4436298

Chembl Id: CHEMBL4436298

PubChem CID: 155511784

Max Phase: Preclinical

Molecular Formula: C27H37N2O6P

Molecular Weight: 516.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)P(=O)(O)C[C@@H](CCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C27H37N2O6P/c1-19(2)16-24(28-20(3)30)26(31)29-25(17-22-12-8-5-9-13-22)36(34,35)18-23(27(32)33)15-14-21-10-6-4-7-11-21/h4-13,19,23-25H,14-18H2,1-3H3,(H,28,30)(H,29,31)(H,32,33)(H,34,35)/t23-,24+,25-/m1/s1

Standard InChI Key:  SJVOQWOOQPNHHB-DSNGMDLFSA-N

Alternative Forms

1. Parent:

   

   ALA4436298

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 516.58

Molecular Weight (Monoisotopic): 516.2389

AlogP: 3.83

#Rotatable Bonds: 14

Polar Surface Area: 132.80

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.54

CX Basic pKa: ┄

CX LogP: 3.31

CX LogD: -1.87

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.28

Np Likeness Score: 0.23

References

1. Covaleda G, Gallego P, Vendrell J, Georgiadis D, Lorenzo J, Dive V, Aviles FX, Reverter D, Devel L..  (2019)  Synthesis and Structural/Functional Characterization of Selective M14 Metallocarboxypeptidase Inhibitors Based on Phosphinic Pseudopeptide Scaffold: Implications on the Design of Specific Optical Probes.,  62  (4): [PMID:30688452] [10.1021/acs.jmedchem.8b01465]

Source

Source(1):

• Scientific Literature