2-(2-Carboxy-1-(4-hydroxyphenyl)ethyl)-1,3-dioxoisoindoline-5-carboxylic acid

ID: ALA4163463

Chembl Id: CHEMBL4163463

PubChem CID: 145960017

Max Phase: Preclinical

Molecular Formula: C18H13NO7

Molecular Weight: 355.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC(c1ccc(O)cc1)N1C(=O)c2ccc(C(=O)O)cc2C1=O

Standard InChI:  InChI=1S/C18H13NO7/c20-11-4-1-9(2-5-11)14(8-15(21)22)19-16(23)12-6-3-10(18(25)26)7-13(12)17(19)24/h1-7,14,20H,8H2,(H,21,22)(H,25,26)

Standard InChI Key:  JICADLKHERGKOT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4163463

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 355.30

Molecular Weight (Monoisotopic): 355.0692

AlogP: 1.90

#Rotatable Bonds: 5

Polar Surface Area: 132.21

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.09

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: -5.03

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -0.24

References

1. Kashif M, Chacón-Vargas KF, López-Cedillo JC, Nogueda-Torres B, Paz-González AD, Ramírez-Moreno E, Agusti R, Uhrig ML, Reyes-Arellano A, Peralta-Cruz J, Ashfaq M, Rivera G..  (2018)  Synthesis, molecular docking and biological evaluation of novel phthaloyl derivatives of 3-amino-3-aryl propionic acids as inhibitors of Trypanosoma cruzi trans-sialidase.,  156  [PMID:30006170] [10.1016/j.ejmech.2018.07.005]

Source

Source(1):

• Scientific Literature