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

ID: ALA2252834

Chembl Id: CHEMBL2252834

Cas Number: 17123-21-6

PubChem CID: 333929

Max Phase: Preclinical

Molecular Formula: C20H16Cl2N2O4

Molecular Weight: 419.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC2=C(Cl)C(=O)C(Nc3ccc(OC)cc3)=C(Cl)C2=O)cc1

Standard InChI:  InChI=1S/C20H16Cl2N2O4/c1-27-13-7-3-11(4-8-13)23-17-15(21)20(26)18(16(22)19(17)25)24-12-5-9-14(28-2)10-6-12/h3-10,23-24H,1-2H3

Standard InChI Key:  MVLKRVADQLKKGD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2252834

   2,5-Dichloro-3,6-bis(4-methoxyanilino)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: 419.26

Molecular Weight (Monoisotopic): 418.0487

AlogP: 4.28

#Rotatable Bonds: 6

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.83

CX Basic pKa: ┄

CX LogP: 3.32

CX LogD: 3.32

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -0.33

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