BECATECARIN


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

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

Pharmacology

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

Target Conservation


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

EcoDrug+ was developed under the PREMIER 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 EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

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Last update: Monday, 3 November 2025