ORTATAXEL

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Search structure


Synonyms	BAY 59-8862 BAY-59-8862 IDN 5109 IDN-5109 Ortataxel SB-T 101131 SB-T-101131
Status
Molecule Category	UNKNOWN
UNII	8H61Y4E29N


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

Structure


InChI Key	BWKDAMBGCPRVPI-ZQRPHVBESA-N
Smiles	CC(=O)O[C@H]1C(=O)[C@@]2(C)[C@H]([C@H](OC(=O)c3ccccc3)[C@]34OC(=O)O[C@H]3[C@H](OC(=O)[C@H](O)[C@H](CC(C)C)NC(=O)OC(C)(C)C)C(C)=C1C4(C)C)[C@]1(OC(C)=O)CO[C@@H]1C[C@@H]2O
InChI	InChI=1S/C44H57NO17/c1-20(2)17-25(45-38(53)61-40(6,7)8)29(49)37(52)57-30-21(3)28-31(56-22(4)46)33(50)42(11)26(48)18-27-43(19-55-27,60-23(5)47)32(42)35(58-36(51)24-15-13-12-14-16-24)44(41(28,9)10)34(30)59-39(54)62-44/h12-16,20,25-27,29-32,34-35,48-49H,17-19H2,1-11H3,(H,45,53)/t25-,26-,27+,29+,30+,31+,32-,34-,35-,42+,43-,44+/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C44H57NO17
Molecular Weight	871.93
AlogP	3.66
Hydrogen Bond Acceptor	17.0
Hydrogen Bond Donor	3.0
Number of Rotational Bond	10.0
Polar Surface Area	245.82
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	62.0

Assay Description	Organism	Bioactivity	Reference
In vitro cytotoxicity against A2780ADR cell line	Homo sapiens	63.0 nM
In vitro cytotoxicity against A2780CIS cell line	Homo sapiens	3.6 nM
In vitro cytotoxicity against A2780TAX cell line	Homo sapiens	56.0 nM
In vitro cytotoxicity against A2780 cell line	Homo sapiens	4.8 nM
In vitro cytotoxicity against MCF-7 cell line	Homo sapiens	1.1 nM
In vitro cytotoxicity against MCF7-R cell line	Homo sapiens	36.0 nM
Potency differential in resistant to that of sensitive MCF7-R cell line	None	33.0 nM
Cytotoxic potency in MCF7 human mammary carcinoma cell line after 72 hr exposure by SRB test	Homo sapiens	1.6 nM
Cytotoxic potency in doxorubicin resistant MCF7 cell line after 72 hr exposure by SRB test	Homo sapiens	32.0 nM

Related Entries

Cross References

Resources	Reference
ChEMBL	CHEMBL382300
DrugBank	DB11669
FDA SRS	8H61Y4E29N
PubChem	6918412
SureChEMBL	SCHEMBL9932772
ZINC	ZINC000169362007

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).