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

ID: ALA4454162

Chembl Id: CHEMBL4454162

PubChem CID: 155524117

Max Phase: Preclinical

Molecular Formula: C30H42N3O10P

Molecular Weight: 635.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)NCCOCCOCC(=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/C30H42N3O10P/c1-21(34)31-14-15-42-16-17-43-19-28(36)33-27(18-24-9-12-26(35)13-10-24)29(37)32-22(2)44(40,41)20-25(30(38)39)11-8-23-6-4-3-5-7-23/h3-7,9-10,12-13,22,25,27,35H,8,11,14-20H2,1-2H3,(H,31,34)(H,32,37)(H,33,36)(H,38,39)(H,40,41)/t22-,25-,27+/m1/s1

Standard InChI Key:  FDTJRQKLOALWEP-JBBQQGGESA-N

Alternative Forms

1. Parent:

   

   ALA4454162

   ---

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: 635.65

Molecular Weight (Monoisotopic): 635.2608

AlogP: 1.66

#Rotatable Bonds: 20

Polar Surface Area: 200.59

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.56

CX Basic pKa: ┄

CX LogP: 0.44

CX LogD: -4.71

Aromatic Rings: 2

Heavy Atoms: 44

QED Weighted: 0.09

Np Likeness Score: -0.11

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