3-anilino-4-(2-hydroxy-4-nitro-anilino)cyclobut-3-ene-1,2-dione

ID: ALA238510

Chembl Id: CHEMBL238510

PubChem CID: 9880342

Max Phase: Preclinical

Molecular Formula: C16H11N3O5

Molecular Weight: 325.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c(Nc2ccccc2)c(Nc2ccc([N+](=O)[O-])cc2O)c1=O

Standard InChI:  InChI=1S/C16H11N3O5/c20-12-8-10(19(23)24)6-7-11(12)18-14-13(15(21)16(14)22)17-9-4-2-1-3-5-9/h1-8,17-18,20H

Standard InChI Key:  BGXSRDRXCPKCLB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA238510

   3-(2-Hydroxy-4-nitrophenylamino)-4-(phenylamino)cyclobut-3-ene-1,2-dione

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: 325.28

Molecular Weight (Monoisotopic): 325.0699

AlogP: 2.38

#Rotatable Bonds: 5

Polar Surface Area: 121.57

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.74

CX Basic pKa: ┄

CX LogP: 2.27

CX LogD: 2.11

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.28

Np Likeness Score: -0.93

References

1. Chasák J, Šlachtová V, Urban M, Brulíková L..  (2021)  Squaric acid analogues in medicinal chemistry.,  209  [PMID:33035923] [10.1016/j.ejmech.2020.112872]

Source

Source(1):

• Scientific Literature