VALRUBICIN

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Search structure


Trade Names	VALRUBICIN VALSTAR PRESERVATIVE FREE
Synonyms	AD 32 AD-32 NSC-246131 Valrubicin Valstar Valstar preservative free
Status
Molecule Category	UNKNOWN
ATC	L01DB09
UNII	2C6NUM6878
EPA CompTox	DTXSID9046497


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

Structure


InChI Key	ZOCKGBMQLCSHFP-KQRAQHLDSA-N
Smiles	CCCCC(=O)OCC(=O)[C@]1(O)Cc2c(O)c3c(c(O)c2[C@@H](O[C@H]2C[C@H](NC(=O)C(F)(F)F)[C@H](O)[C@H](C)O2)C1)C(=O)c1c(OC)cccc1C3=O
InChI	InChI=1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14-,17-,19-,22-,27+,33-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C34H36F3NO13
Molecular Weight	723.65
AlogP	2.46
Hydrogen Bond Acceptor	13.0
Hydrogen Bond Donor	5.0
Number of Rotational Bond	10.0
Polar Surface Area	215.22
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	51.0

Bioactivity

Mechanism of Action	Action	Reference
DNA inhibitor	INHIBITOR	DailyMed Wikipedia


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

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Transporter Primary active transporter ATP-binding cassette ABCB subfamily	-	24100	-	-	-
Transporter Primary active transporter ATP-binding cassette ABCC subfamily	-	36800	-	-	-

Assay Description	Organism	Bioactivity	Reference
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	4.65 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	15.62 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	6.92 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	6.92 %

Related Entries

Cross References

Resources	Reference
ChEBI	135876
ChEMBL	CHEMBL1096885
DrugBank	DB00385
DrugCentral	2805
FDA SRS	2C6NUM6878
PubChem	454216
SureChEMBL	SCHEMBL12824
ZINC	ZINC000049783788

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).