2,5-bis(4-chloroanilino)-3,6-dichloro-1,4-benzoquinone

ID: ALA2252836

Chembl Id: CHEMBL2252836

Cas Number: 6201-69-0

PubChem CID: 259742

Max Phase: Preclinical

Molecular Formula: C18H10Cl4N2O2

Molecular Weight: 428.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C(Cl)=C(Nc2ccc(Cl)cc2)C(=O)C(Cl)=C1Nc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C18H10Cl4N2O2/c19-9-1-5-11(6-2-9)23-15-13(21)18(26)16(14(22)17(15)25)24-12-7-3-10(20)4-8-12/h1-8,23-24H

Standard InChI Key:  FLNHWDJABIAAFK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2252836

   2,5-Dichloro-3,6-bis(4-chloroanilino)cyclohexa-2,5-diene-1,4-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: 428.10

Molecular Weight (Monoisotopic): 425.9496

AlogP: 5.57

#Rotatable Bonds: 4

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.66

CX Basic pKa: ┄

CX LogP: 4.84

CX LogD: 4.84

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -0.48

References

1. Mozaina K, Cantrell CL, Mims AB, Lax AR, Tellez MR, Osbrink WL..  (2008)  Activity of 1,4-benzoquinones against formosan subterranean termites (Coptotermes formosanus).,  56  (11): [PMID:18461966] [10.1021/jf800331r]

2. Kumar Batra M, Batra C, Ojha KG.  (2008)  Nontraditional approaches to the synthesis of some biologically active substituted p-benzoquinones,  17  (9): [10.1007/s00044-008-9101-8]

Source

Source(1):

• Scientific Literature