Details of the Drug

General Information of Drug (ID: DMM843E)

Drug Name
LOSOXANTRONE
Synonyms
Losoxantrone; 88303-60-0; Losoxantrone [INN:BAN]; Bis-alkylamino anthrapyrazole; UNII-47KPH00809; CHEMBL83520; 47KPH00809; CI-941; bianthrazole; C22H27N5O4; DuP-941; DUP 941; Anthra(1,9-cd)pyrazol-6(2H)-one, 7-hydroxy-2-(2-((2-hydroxyethyl)amino)ethyl)-5-((2-((2-hydroxyethyl)amino)ethyl)amino)-; AC1Q6OLU; AC1L2HG1; SCHEMBL61319; DTXSID60236949; ZINC1583637; BDBM50240660; NCI60_003246; LS-178051; 33933-EP2311453A1; 33933-EP2308855A1; 33933-EP2275420A1; 33933-EP2270008A1; 33933-EP2298765A1; 33933-EP2298764A1; 33933-EP2292617A1
Indication
Disease Entry ICD 11 Status REF
Breast cancer 2C60-2C65 Discontinued in Phase 2 [1]
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 2 Molecular Weight (mw) 425.5
Logarithm of the Partition Coefficient (xlogp) 0.6
Rotatable Bond Count (rotbonds) 11
Hydrogen Bond Donor Count (hbonddonor) 6
Hydrogen Bond Acceptor Count (hbondacc) 8
Chemical Identifiers
Formula
C22H27N5O4
IUPAC Name
6-hydroxy-14-[2-(2-hydroxyethylamino)ethyl]-10-[2-(2-hydroxyethylamino)ethylamino]-14,15-diazatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),2(7),3,5,9,11,13(16)-heptaen-8-one
Canonical SMILES
C1=CC2=C(C(=C1)O)C(=O)C3=C(C=CC4=C3C2=NN4CCNCCO)NCCNCCO
InChI
InChI=1S/C22H27N5O4/c28-12-9-23-6-7-25-15-4-5-16-20-19(15)22(31)18-14(2-1-3-17(18)30)21(20)26-27(16)11-8-24-10-13-29/h1-5,23-25,28-30H,6-13H2
InChIKey
YROQEQPFUCPDCP-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
72116
ChEBI ID
CHEMBL83520
CAS Number
88303-60-0
TTD ID
D04ZLJ
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Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
DNA topoisomerase II (TOP2) TT0IHXV TOP2A_HUMAN ; TOP2B_HUMAN Modulator [2]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800000754)
2 A structure-based 3D-QSAR study of anthrapyrazole analogues of the anticancer agents losoxantrone and piroxantrone. J Chem Inf Model. 2006 Jul-Aug;46(4):1827-35.