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

ID: ALA4448096

Chembl Id: CHEMBL4448096

PubChem CID: 155519530

Max Phase: Preclinical

Molecular Formula: C20H29N2O8P

Molecular Weight: 456.43

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H29N2O8P/c1-13(23)21-17(10-11-18(24)25)19(26)22-14(2)31(29,30)12-16(20(27)28)9-8-15-6-4-3-5-7-15/h3-7,14,16-17H,8-12H2,1-2H3,(H,21,23)(H,22,26)(H,24,25)(H,27,28)(H,29,30)/t14-,16-,17+/m1/s1

Standard InChI Key:  SWCXKKFWJSJSJZ-OIISXLGYSA-N

Alternative Forms

1. Parent:

   

   ALA4448096

   ---

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: 456.43

Molecular Weight (Monoisotopic): 456.1662

AlogP: 1.42

#Rotatable Bonds: 13

Polar Surface Area: 170.10

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.55

CX Basic pKa: ┄

CX LogP: -0.07

CX LogD: -8.13

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.28

Np Likeness Score: 0.37

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