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

ID: ALA4483485

Chembl Id: CHEMBL4483485

PubChem CID: 112499886

Max Phase: Preclinical

Molecular Formula: C24H31N2O7P

Molecular Weight: 490.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)N[C@@H](C)P(=O)(O)C[C@@H](CCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C24H31N2O7P/c1-16(27)25-22(14-19-9-12-21(28)13-10-19)23(29)26-17(2)34(32,33)15-20(24(30)31)11-8-18-6-4-3-5-7-18/h3-7,9-10,12-13,17,20,22,28H,8,11,14-15H2,1-2H3,(H,25,27)(H,26,29)(H,30,31)(H,32,33)/t17-,20-,22+/m1/s1

Standard InChI Key:  WUDUKXMVLMXYCW-ZNLUXHQJSA-N

Alternative Forms

1. Parent:

   

   ALA4483485

   (2s)-2-{[(S)-{(1r)-1-[(N-Acetyl-L-Tyrosyl)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: 490.49

Molecular Weight (Monoisotopic): 490.1869

AlogP: 2.51

#Rotatable Bonds: 12

Polar Surface Area: 153.03

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.56

CX Basic pKa: ┄

CX LogP: 1.64

CX LogD: -3.51

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: 0.35

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