Compound: Midostaurin
SMILES: O=C1NCc2c1c3c4n([C@@H]5O[C@](n6c4c2c7c6cccc7)([C@H](OC)[C@@H](C5)N(C(=O)c8ccccc8)C)C)c9c3cccc9
InChIKey: BMGQWWVMWDBQGC-IIFHNQTCSA-N
Synonyms: Midostaurin, 120685-11-2, PKC412, Cgp 41251, PKC 412, RYDAPT, N-Benzoylstaurosporine, CGP-41251, Benzoylstaurosporine, PKC-412, midostaurina, midostaurine, ID912S5VON, NVP-PKC412, NSC-656576, Cgp 41 251, CHEBI:63452, N-((9S,10R,11R,13R)-10-methoxy-9-methyl-1-oxo-2,3,10,11,12,13-hexahydro-9,13-epoxy-1H,9H-diindolo(1,2,3-gh:3',2',1'-lm)pyrrolo(3,4-j)(1,7)benzodiazonin-11-yl)-N-methylbenzamide, 4'-N-benzoyl staurosporine, Benzamide, N-(2,3,9,10,11,12-hexahydro-9-methoxy-8-methyl-1-oxo-8,12-epoxy-1H,8H-2,7b,12a-triazadibenzo(a,g)cyclonona(cde)trinden-10-yl)-N-methyl-, (8alpha,9beta,10beta,12alpha)-, N-[(5S,6R,7R,9R)-6-methoxy-5-methyl-14-oxo-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo[b,h]cyclonona[1,2,3,4-jkl]cyclopenta[e]-as-indacen-7-yl]-N-methylbenzamide, CGP41251, N-benzoyl-staurosporine, Benzamide, N-((9S,10R,11R,13R)-2,3,9,10,11,12-hexahydro-10-methoxy-9-methyl-1-oxo-9,13-epoxy-1H,9H-diindolo(1,2,3-gh:3',2',1'-lm)pyrrolo(3,4-j)(1,7)benzodiazonin-11-yl)-N-methyl-, midostaurinum, N-((2S,3R,4R,6R)-3-methoxy-2-methyl-16-oxo-29-oxa-1,7,17-triazaoctacyclo(12.12.2.1^(2,6).0^(7,28).0^(8,13).0^(15,19).0^(20,27).0^(21,26))nonacosa-8,10,12,14(28),15(19),20(27),21,23,25-nonaen-4-yl)-N-methylbenzamide, N-((5S,6R,7R,9R)-6-methoxy-5-methyl-14-oxo-6,7,8,9,15,16-hexahydro-5H,14H-5,9-epoxy-4b,9a,15-triazadibenzo(b,h)cyclonona(1,2,3,4-jkl)cyclopenta(e)-as-indacen-7-yl)-N-methylbenzamide, N-[(2S,3R,4R,6R)-3-methoxy-2-methyl-16-oxo-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^{2,6}.0^{7,28}.0^{8,13}.0^{15,19}.0^{20,27}.0^{21,26}]nonacosa-8,10,12,14(28),15(19),20(27),21,23,25-nonaen-4-yl]-N-methylbenzamide, RefChem:58070, L01XE39, 4'-N-Benzoylstaurosporine, MFCD00871372, CHEMBL608533, N-((5S,6R,7R,9R)-6-Methoxy-5-methyl-14-oxo-6,7,8,9,15,16-hexahydro-5H,14H-17-oxa-4b,9a,15-triaza-5,9-methanodibenzo[b,h]cyclonona[jkl]cyclopenta[e]-as-indacen-7-yl)-N-methylbenzamide, C35H30N4O4, N-[(2S,3R,4R,6R)-3-methoxy-2-methyl-16-oxo-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-4-yl]-N-methylbenzamide, Midostaurin [INN], Midostaurin [USAN:INN], UNII-ID912S5VON, PKC412;CGP 41251, CGP 41231, Rydapt (TN), MIDOSTAURIN [MI], Staurosporine, N-Benzoyl, MIDOSTAURIN [JAN], MIDOSTAURIN [USAN], PKC-412 (Midostaurin), MIDOSTAURIN [MART.], MIDOSTAURIN [WHO-DD], Midostaurin (JAN/USAN/INN), GTPL5702, SCHEMBL8295379, SCHEMBL29350876, MIDOSTAURIN [ORANGE BOOK], BMGQWWVMWDBQGC-IIFHNQTCSA-N, DTXSID201372777, GLXC-02502, HMS3229K17, EX-A1741, ARD001583, BDBM50326053, EBC-27333, MFCD10687105, NSC800791, AKOS024457372, CCG-101288, CS-3331, DB06595, FP43194, NSC 656576, NSC-800791, SDCCGSBI-0086703.P004, NCGC00241102-01, NCGC00241102-02, NCGC00241102-05, NCGC00484987-03, AC-31929, BP-44030, DA-55478, HY-10230, SY045745, NS00073185, PA-9829523, C71714, D05029, Q6842945, BRD-K13646352-001-01-2, BRD-K13646352-001-03-8, N-[(2S,3R,4R,6R)-3-methoxy-2-methyl-16-oxo-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8(13),9,11,14,19,21(26),22,24,27-nonaen-4-yl]-N-methyl-benzamide, N-[(2S,3R,4R,6R)-3-methoxy-2-methyl-16-oxo-29-oxa-1,7,17-triazaoctacyclo[12.12.2.12,6.07,28.08,13.015,19.020,27.021,26]nonacosa-8,10,12,14,19,21,23,25,27-nonaen-4-yl]-N-methyl-benzamide
Theoretical properties:
molecular_formula: C35H30N4O4
molecular_weight: 570.6 g/mol
exact_mass: 570.22670545 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 3
heavy_atom_count: 43
topological_polar_surface_area: 77.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 235-260
solubility: <1mg/mL
Descriptions:
pubchem: Midostaurin is an organic heterooctacyclic compound that is the N-benzoyl derivative of staurosporine. It has a role as an antineoplastic agent and an EC 2.7.11.13 (protein kinase C) inhibitor. It is a member of benzamides, an organic heterooctacyclic compound, an indolocarbazole and a gamma-lactam. It is functionally related to a staurosporine.
chebi: An organic heterooctacyclic compound that is the <em>N</em>-benzoyl derivative of staurosporine.
chembl: MIDOSTAURIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Midostaurin, sold under the brand name Rydapt by Novartis, is a multi-targeted protein kinase inhibitor that has been investigated for the treatment of acute myeloid leukemia (AML), myelodysplastic syndrome (MDS) and advanced systemic mastocytosis. It is a semi-synthetic derivative of staurosporine, an alkaloid from the bacterium Streptomyces staurosporeus.
The US Food and Drug Administration (FDA) considers it to be a first-in-class medication.