7,8-Dichloro-2-hydroxyphenazine5,10-dioxide
ID: ALA1288605
PubChem CID: 136032536
Max Phase: Preclinical
Molecular Formula: C12H6Cl2N2O3
Molecular Weight: 297.10
Molecule Type: Small molecule
Associated Items:
ID: ALA1288605
PubChem CID: 136032536
Max Phase: Preclinical
Molecular Formula: C12H6Cl2N2O3
Molecular Weight: 297.10
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: [O-][n+]1c2ccc(O)cc2[n+]([O-])c2cc(Cl)c(Cl)cc21
Standard InChI: InChI=1S/C12H6Cl2N2O3/c13-7-4-11-12(5-8(7)14)16(19)10-3-6(17)1-2-9(10)15(11)18/h1-5,17H
Standard InChI Key: SPDZOGVSSSQFAS-UHFFFAOYSA-N
Molfile:
RDKit 2D 19 21 0 0 0 0 0 0 0 0999 V2000 3.1849 2.2422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1838 1.4162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8974 1.0039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8956 2.6542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6099 2.2458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6106 1.4203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3247 1.0100 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3191 2.6593 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0338 2.2527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0374 1.4244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7553 1.0153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4701 1.4332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4625 2.2645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7440 2.6700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1718 2.6831 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3147 3.4828 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3204 0.1872 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4716 2.6538 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.4702 1.0049 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5 4 2 0 4 1 1 0 9 10 1 0 10 11 1 0 2 3 1 0 11 12 2 0 5 6 1 0 12 13 1 0 3 6 2 0 13 14 2 0 14 9 1 0 6 7 1 0 13 15 1 0 7 10 2 0 8 16 1 0 1 2 2 0 7 17 1 0 9 8 2 0 1 18 1 0 8 5 1 0 2 19 1 0 M CHG 4 7 1 8 1 16 -1 17 -1 M END
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 |
MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Molecular Weight: 297.10 | Molecular Weight (Monoisotopic): 295.9755 | AlogP: 2.27 | #Rotatable Bonds: ┄ |
Polar Surface Area: 74.11 | Molecular Species: ACID | HBA: 3 | HBD: 1 |
#RO5 Violations: ┄ | HBA (Lipinski): 5 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): ┄ |
CX Acidic pKa: 6.05 | CX Basic pKa: 2.79 | CX LogP: 2.09 | CX LogD: 0.82 |
Aromatic Rings: 3 | Heavy Atoms: 19 | QED Weighted: 0.39 | Np Likeness Score: -0.05 |
1. Lavaggi ML, Nieves M, Cabrera M, Olea-Azar C, López de Ceráin A, Monge A, Cerecetto H, González M.. (2010) Structural modifications on the phenazine N,N'-dioxide-scaffold looking for new selective hypoxic cytotoxins., 45 (11): [PMID:20846761] [10.1016/j.ejmech.2010.08.061] |
2. Alvarez G, Aguirre-López B, Varela J, Cabrera M, Merlino A, López GV, Lavaggi ML, Porcal W, Di Maio R, González M, Cerecetto H, Cabrera N, Pérez-Montfort R, de Gómez-Puyou MT, Gómez-Puyou A.. (2010) Massive screening yields novel and selective Trypanosoma cruzi triosephosphate isomerase dimer-interface-irreversible inhibitors with anti-trypanosomal activity., 45 (12): [PMID:20889239] [10.1016/j.ejmech.2010.09.034] |
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