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

ID: ALA4532731

Chembl Id: CHEMBL4532731

PubChem CID: 155547411

Max Phase: Preclinical

Molecular Formula: C21H34N3O6P

Molecular Weight: 455.49

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H34N3O6P/c1-15(25)23-19(10-6-7-13-22)20(26)24-16(2)31(29,30)14-18(21(27)28)12-11-17-8-4-3-5-9-17/h3-5,8-9,16,18-19H,6-7,10-14,22H2,1-2H3,(H,23,25)(H,24,26)(H,27,28)(H,29,30)/t16-,18-,19+/m1/s1

Standard InChI Key:  USGTZNGCEOZTCY-QRQLOZEOSA-N

Alternative Forms

1. Parent:

   

   ALA4532731

   ---

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: 455.49

Molecular Weight (Monoisotopic): 455.2185

AlogP: 1.69

#Rotatable Bonds: 14

Polar Surface Area: 158.82

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.56

CX Basic pKa: 10.20

CX LogP: -0.90

CX LogD: -3.90

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.21

Np Likeness Score: 0.41

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