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

ID: ALA4528407

Chembl Id: CHEMBL4528407

PubChem CID: 112499885

Max Phase: Preclinical

Molecular Formula: C21H33N2O6P

Molecular Weight: 440.48

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H33N2O6P/c1-14(2)12-19(22-15(3)24)20(25)23-16(4)30(28,29)13-18(21(26)27)11-10-17-8-6-5-7-9-17/h5-9,14,16,18-19H,10-13H2,1-4H3,(H,22,24)(H,23,25)(H,26,27)(H,28,29)/t16-,18-,19+/m1/s1

Standard InChI Key:  PRXYUEILDUCTTM-QRQLOZEOSA-N

Alternative Forms

1. Parent:

   

   ALA4528407

   (2s)-2-{[(R)-{(1r)-1-[(N-Acetyl-L-Leucyl)amino]ethyl}(Hydroxy)phosphoryl]methyl}-4-Phenylbutanoic Acid

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: 440.48

Molecular Weight (Monoisotopic): 440.2076

AlogP: 2.60

#Rotatable Bonds: 12

Polar Surface Area: 132.80

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.56

CX Basic pKa: ┄

CX LogP: 1.54

CX LogD: -3.63

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: 0.28

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