BECATECARIN

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Search structure


Synonyms	BMS-181176 BMY-27557 Becatecarin Deae-rebeccamycin NSC-655649 XL-119 XL119
Status
Molecule Category	UNKNOWN
UNII	A60X6MBU6G


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	JSKFWUPVIZYJMR-UDOAKELVSA-N
Smiles	CCN(CC)CCN1C(=O)c2c(c3c4cccc(Cl)c4n([C@@H]4O[C@H](CO)[C@@H](OC)[C@H](O)[C@H]4O)c3c3[nH]c4c(Cl)cccc4c23)C1=O
InChI	InChI=1S/C33H34Cl2N4O7/c1-4-37(5-2)12-13-38-31(43)22-20-15-8-6-10-17(34)24(15)36-25(20)27-21(23(22)32(38)44)16-9-7-11-18(35)26(16)39(27)33-29(42)28(41)30(45-3)19(14-40)46-33/h6-11,19,28-30,33,36,40-42H,4-5,12-14H2,1-3H3/t19-,28-,29-,30-,33-/m1/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C33H34Cl2N4O7
Molecular Weight	669.56
AlogP	4.3
Hydrogen Bond Acceptor	9.0
Hydrogen Bond Donor	4.0
Number of Rotational Bond	8.0
Polar Surface Area	140.49
Molecular species	BASE
Aromatic Rings	5.0
Heavy Atoms	46.0

Bioactivity

Mechanism of Action	Action	Reference
DNA topoisomerase I inhibitor	INHIBITOR	PubMed PubMed


Protein: DNA topoisomerase I Description: DNA topoisomerase 1 Organism : Homo sapiens P11387 ENSG00000198900











Protein: DNA topoisomerase II Description: DNA topoisomerase 2-alpha Organism : Homo sapiens P11388 ENSG00000131747











Protein: DNA topoisomerase II Description: DNA topoisomerase 2-beta Organism : Homo sapiens Q02880 ENSG00000077097

Related Entries

Cross References

Resources	Reference
ChEMBL	CHEMBL2107313
DrugBank	DB06362
FDA SRS	A60X6MBU6G
PubChem	101524
SureChEMBL	SCHEMBL5953787
ZINC	ZINC000003950898

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).