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

ID: ALA4453900

Chembl Id: CHEMBL4453900

PubChem CID: 155523686

Max Phase: Preclinical

Molecular Formula: C20H29N2O6P

Molecular Weight: 424.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCC[C@H]1C(=O)N[C@@H](C)P(=O)(O)C[C@@H](CCc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C20H29N2O6P/c1-14(21-19(24)18-9-6-12-22(18)15(2)23)29(27,28)13-17(20(25)26)11-10-16-7-4-3-5-8-16/h3-5,7-8,14,17-18H,6,9-13H2,1-2H3,(H,21,24)(H,25,26)(H,27,28)/t14-,17-,18+/m1/s1

Standard InChI Key:  FMGNJAITGHWTNK-OLMNPRSZSA-N

Alternative Forms

1. Parent:

   

   ALA4453900

   ---

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: 424.43

Molecular Weight (Monoisotopic): 424.1763

AlogP: 2.06

#Rotatable Bonds: 9

Polar Surface Area: 124.01

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.55

CX Basic pKa: ┄

CX LogP: 0.56

CX LogD: -4.68

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -0.05

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