Belotecanicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione , DNA topoisomerase I inhibitor, CAS No.256411-32-2, DNA topoisomerase I inhibitor

CAS: 256411-32-2 Cat. No.: B669854 Peso molecular: 433.5 PubChem CID: 6456014

Synonyms

Belotecan | HY-13566 | UNII-27Z82M2G1N | CKD 602 | CHEBI:135702 | Belotecan free base | (4S)-4-ETHYL-4-HYDROXY-11-(2-((1-METHYLETHYL)AMINO)ETHYL)-1,12-DIHYDRO-14H-PYRANO(3',4':6,7)INDOLIZINO(1,2-B)QUINOLINE-3,14(4H)-DIONE | SCHEMBL18983 | (S)-4-Ethyl-4-hy

Storage

Room temperature

Specifications

Sinónimos

Belotecan | HY-13566 | UNII-27Z82M2G1N | CKD 602 | CHEBI:135702 | Belotecan free base | (4S)-4-ETHYL-4-HYDROXY-11-(2-((1-METHYLETHYL)AMINO)ETHYL)-1, 12-DIHYDRO-14H-PYRANO(3', 4':6, 7)INDOLIZINO(1, 2-B)QUINOLINE-3, 14(4H)-DIONE | SCHEMBL18983 | (S)-4-Ethyl-4-hy

Condiciones de almacenamiento de almacenamiento

Room temperature

Tipo de acción

INHIBITOR

Mecanismo de acción

DNA topoisomerase I inhibitor

Propiedades del producto

• ALogP: 1.6

Nombres e identificadores

• Sonrisas canónicas: CC(C)NCCC1=C2C(=NC3C1=CC=CC=3)C4N(C2)C(=O)C5=C(C=4)[C@](CC)(O)C(=O)OC5
• IUPAC Name: (19S)-19-ethyl-19-hydroxy-10-[2-(propan-2-ylamino)ethyl]-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione
• InChIKey: LNHWXBUNXOXMRL-VWLOTQADSA-N
• INCHI: 1S/C25H27N3O4/c1-4-25(31)19-11-21-22-17(12-28(21)23(29)18(19)13-32-24(25)30)15(9-10-26-14(2)3)16-7-5-6-8-20(16)27-22/h5-8,11,14,26,31H,4,9-10,12-13H2,1-3H3/t25-/m0/s1
• Isómeros SMILES: CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC=CC=C5N=C4C3=C2)CCNC(C)C)O
• CAS alternativo: 256411-32-2
• PubChem CID: 6456014
• Términos de entrada MeSH: 7-(2-(N-isopropylamino)ethyl)camptothecin;belotecan;belotecan hydrochloride;CKD 602;CKD-602;CKD602
• Peso molecular: 433.5

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Clase Camptothecins

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Clase: Camptothecins
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Camptothecins
• Alternative Parents: Quinolines and derivatives Pyranopyridines Pyridinones Aralkylamines Benzenoids Tertiary alcohols Heteroaromatic compounds Amino acids and derivatives Lactones Lactams Carboxylic acid esters Oxacyclic compounds Azacyclic compounds Monocarboxylic acids and derivatives Dialkylamines Carbonyl compounds Hydrocarbon derivatives Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Camptothecin - Pyranopyridine - Quinoline - Pyridinone - Aralkylamine - Pyridine - Benzenoid - Heteroaromatic compound - Tertiary alcohol - Amino acid or derivatives - Carboxylic acid ester - Lactam - Lactone - Organoheterocyclic compound - Oxacycle - Secondary amine - Azacycle - Carboxylic acid derivative - Secondary aliphatic amine - Monocarboxylic acid or derivatives - Amine - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Alcohol - Carbonyl group - Organic nitrogen compound - Organic oxide - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as camptothecins. These are heterocyclic compounds comprising a planar pentacyclic ring structure, that includes a pyrrolo[3,4-beta]-quinoline moiety (rings A, B and C), conjugated pyridone moiety (ring D) and one chiral center at position 20 within the alpha-hydroxy lactone ring with (S) configuration (the E-ring).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mecanismos de acción

Propiedades químicas y físicas

• Peso molecular: 433.500 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 433.2 Da
• Monoisotopic Mass: 433.2 Da
• Topological Polar Surface Area: 91.800 Ų
• Heavy Atom Count: 32
• Formal Charge: 0
• Complexity: 865.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1