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

ID: ALA4513310

Chembl Id: CHEMBL4513310

PubChem CID: 155538870

Max Phase: Preclinical

Molecular Formula: C28H40N3O9P

Molecular Weight: 593.61

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C28H40N3O9P/c1-20(41(37,38)19-23(28(35)36)10-7-21-5-3-2-4-6-21)30-27(34)25(17-22-8-11-24(32)12-9-22)31-26(33)18-40-16-15-39-14-13-29/h2-6,8-9,11-12,20,23,25,32H,7,10,13-19,29H2,1H3,(H,30,34)(H,31,33)(H,35,36)(H,37,38)/t20-,23-,25+/m1/s1

Standard InChI Key:  XPIPNUJNPAGORG-XRODADMRSA-N

Alternative Forms

1. Parent:

   

   ALA4513310

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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: 593.61

Molecular Weight (Monoisotopic): 593.2502

AlogP: 1.48

#Rotatable Bonds: 19

Polar Surface Area: 197.51

Molecular Species: ZWITTERION

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.56

CX Basic pKa: 9.17

CX LogP: -0.43

CX LogD: -3.42

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.10

Np Likeness Score: 0.13

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