ID: ALA3409136

Max Phase: Preclinical

Molecular Formula: C22H23N3O

Molecular Weight: 345.45

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CN(C)CCCCn1c2cc(=O)c3ccccc3c-2nc2ccccc21

Standard InChI:  InChI=1S/C22H23N3O/c1-24(2)13-7-8-14-25-19-12-6-5-11-18(19)23-22-17-10-4-3-9-16(17)21(26)15-20(22)25/h3-6,9-12,15H,7-8,13-14H2,1-2H3

Standard InChI Key:  BSFSAPDPSRLLMX-UHFFFAOYSA-N

Associated Targets(Human)

DNA topoisomerase II alpha 6317 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

DNA topoisomerase I 7553 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

K562 73714 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

HeLa 62764 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

A549 127892 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

DNA topoisomerase 41 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Calf thymus DNA 4845 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Properties

Molecular Weight: 345.45Molecular Weight (Monoisotopic): 345.1841AlogP: 4.00#Rotatable Bonds: 5
Polar Surface Area: 38.13Molecular Species: BASEHBA: 4HBD: 0
#RO5 Violations: 0HBA (Lipinski): 4HBD (Lipinski): 0#RO5 Violations (Lipinski): 0
CX Acidic pKa: CX Basic pKa: 9.09CX LogP: 3.72CX LogD: 2.03
Aromatic Rings: 2Heavy Atoms: 26QED Weighted: 0.31Np Likeness Score: -0.68

References

1. Yao BL, Mai YW, Chen SB, Xie HT, Yao PF, Ou TM, Tan JH, Wang HG, Li D, Huang SL, Gu LQ, Huang ZS..  (2015)  Design, synthesis and biological evaluation of novel 7-alkylamino substituted benzo[a]phenazin derivatives as dual topoisomerase I/II inhibitors.,  92  [PMID:25599951] [10.1016/j.ejmech.2015.01.024]

Source