MITOXANTRONE

Search structure
Synonyms:
Status: Approved (1987)
Entry Type: Small molecule
Molecule Category: Parent
ATC: L01DB07
UNII: BZ114NVM5P

Structure
InChI Key KKZJGLLVHKMTCM-UHFFFAOYSA-N
Smile O=C1c2c(O)ccc(O)c2C(=O)c2c(NCCNCCO)ccc(NCCNCCO)c21
InChI
InChI=1S/C22H28N4O6/c27-11-9-23-5-7-25-13-1-2-14(26-8-6-24-10-12-28)18-17(13)21(31)19-15(29)3-4-16(30)20(19)22(18)32/h1-4,23-30H,5-12H2

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H28N4O6
Molecular Weight 444.49
AlogP -0.14
Hydrogen Bond Acceptor 10.0
Hydrogen Bond Donor 8.0
Number of Rotational Bond 12.0
Polar Surface Area 163.18
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 32.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 76300 - - -
Enzyme Hydrolase
- 3800-8000 - 1500
Enzyme Isomerase
- 5300 - - -
Enzyme Kinase Protein Kinase Other protein kinase group Other protein kinase CK2 family
- 660 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase EGFR family
- 2035.2 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Sev family
- 2998.7 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Src family
- 1257.9 - - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase Tec family
- 1000 - - -
Enzyme Kinase Protein kinase regulatory subunit
- 660 - - -
Enzyme Ligase
1300 - - - -
Enzyme Oxidoreductase
- 1785.3 - - -
Enzyme Transferase
- - - - 14.55
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 3584.9 - 2937 -
Ion channel Voltage-gated ion channel Voltage-gated calcium channel
- 22500 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- 219 - 180.3 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - - 29
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- 3561.9 - 1865.7 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Nucleotide-like receptor (family A GPCR) Purine receptor
- - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 4989.8 - 4948.5 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 3390 - 3100 18.9-27.2
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 43900 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 190-530 - - -
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 1501 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 1.5-27.5 - - -
Transporter Primary active transporter ATP-binding cassette ABCG subfamily
- 903.8 - - -
Unclassified protein
1300 10000 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Leukemia, Lymphoid 3 D007945 ClinicalTrials
Leukemia, Myeloid, Acute 3 D015470 ClinicalTrials
Multiple Sclerosis, Chronic Progressive 3 D020528 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Lymphoma, Follicular 3 D008224 ClinicalTrials
Multiple Sclerosis 3 D009103 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 3 D015451 ClinicalTrials
Prostatic Neoplasms 3 D011471 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 3 D016403 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Leukemia, Promyelocytic, Acute 3 D015473 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Prostatic Neoplasms 3 D011471 ClinicalTrials
Leukemia 3 D007938 ClinicalTrials
Prostatic Neoplasms 3 D011471 ClinicalTrials
Leukemia, Biphenotypic, Acute 2 D015456 ClinicalTrials
Lymphoma, Mantle-Cell 2 D020522 ClinicalTrials
Lymphoma 2 D008223 ClinicalTrials
Myelodysplastic Syndromes 2 D009190 ClinicalTrials
Multiple Sclerosis, Relapsing-Remitting 2 D020529 ClinicalTrials
Lymphoma, Non-Hodgkin 2 D008228 ClinicalTrials
Precursor T-Cell Lymphoblastic Leukemia-Lymphoma 1 D054218 ClinicalTrials
Leukemia, Myelogenous, Chronic, BCR-ABL Positive 1 D015464 ClinicalTrials
Immunoblastic Lymphadenopathy 1 D007119 ClinicalTrials
Lymphoma, T-Cell, Peripheral 1 D016411 ClinicalTrials
Glioma 1 D005910 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 65271-80-9
ChEBI 50729
ChEMBL CHEMBL58
DrugBank DB01204
DrugCentral 1821
EPA CompTox DTXSID4046947
FDA SRS BZ114NVM5P
Human Metabolome Database HMDB15335
Guide to Pharmacology 7242
KEGG C11195
PDB MIX
PharmGKB PA450526
PubChem 4212
SureChEMBL SCHEMBL3000
ZINC ZINC000003794794
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