U 76073
Basic information
- CAS
119813-16-0- Standard SMILES
CCN(CC)c1ccc2cc(C(=O)Nc3ccc4[nH]c(C(=O)N5C[C@@H](CCl)c6c5cc(O)c5[nH]cc(C)c65)cc4c3)oc2c1- InChIKey
AFSIAWNYTUCVBD-OAQYLSRUSA-N- Molecular formula
- C34H32ClN5O4
- Average molar mass
- 610.1 g/mol
- Monoisotopic mass
- 609.2142822
Overview
a carzelesin metabolite; structure given in first source
Names & identifiers
- Preferred name
- U 76073
- IUPAC
- N-[2-[(8S)-8-(chloromethyl)-4-hydroxy-1-methyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-6-carbonyl]-1H-indol-5-yl]-6-(diethylamino)-1-benzofuran-2-carboxamide
Names & synonyms
119813-16-0U 76073U-76073U-76,073RefChem:192811N-[2-[(8S)-8-(chloromethyl)-4-hydroxy-1-methyl-7,8-dihydro-3H-pyrrolo[3,2-e]indole-6-carbonyl]-1H-indol-5-yl]-6-(diethylamino)-1-benzofuran-2-carboxamideSCHEMBL13822059DTXSID60923125Seco-form Carzelesin (U 76073)(S)-N-(2-(1-(Chloromethyl)-5-hydroxy-8-methyl-1,2,3,6-tetrahydropyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl)-6-(diethylamino)benzofuran-2-carboxamide2-Benzofurancarboxamide, N-(2-((1-(chloromethyl)-1,6-dihydro-5-hydroxy-8-methylbenzo(1,2-b:4,3-b')dipyrrol-3(2H)-yl)carbonyl)-1H-indol-5-yl)-6-(diethylamino)-, (S)-N-{2-[(1S)-1-(Chloromethyl)-5-hydroxy-8-methyl-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carbonyl]-1H-indol-5-yl}-6-(diethylamino)-1-benzofuran-2-carboximidic acid
Show more names
N-{2-[1-(Chloromethyl)-5-hydroxy-8-methyl-1,6-dihydropyrrolo[3,2-e]indole-3(2H)-carbonyl]-1H-indol-5-yl}-6-(diethylamino)-1-benzofuran-2-carboximidic acid
Properties
Computed structural properties
- XLogP
- 6.4
- Topological polar surface area
- 118 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 7
- Heavy atoms
- 44
- Formal charge
- 0
- Complexity
- 1,060
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms.
A class of drugs that differs from other alkylating agents used clinically in that they are monofunctional and thus unable to cross-link cellular macromolecules. Among their common properties are a requirement for metabolic activation to intermediates with antitumor efficacy and the presence in their chemical structures of N-methyl groups, that after metabolism, can covalently modify cellular DNA. The precise mechanisms by which each of these drugs acts to kill tumor cells are not completely understood. (From AMA, Drug Evaluations Annual, 1994, p2026)
Related reactions
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Compound notes
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