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]
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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
CAS Number: 88303-60-0
TTD ID: D04ZLJ

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]

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Molecular Interaction Atlas (MIA)

MIA Detail

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.