(4S,4AS,5AS,6S,12AS)-7-CHLORO-4-(DIMETHYLAMINO)-3,6,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDROTETRACENE-2-CARBOXAMIDE

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Search structure


Synonyms	Chlortetracycline E702
Source	Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...


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

Structure


InChI Key	ZGIPMGGESRKDMZ-XRNKAMNCSA-N
Smiles	CN(C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=C(C(=O)N)C1=O)O)C(=O)c4c(O)ccc(Cl)c4[C@@]3(C)O
InChI	InChI=1S/C22H23ClN2O8/c1-21(32)7-6-8-15(25(2)3)17(28)13(20(24)31)19(30)22(8,33)18(29)11(7)16(27)12-10(26)5-4-9(23)14(12)21/h4-5,7-8,15,26,29-30,32-33H,6H2,1-3H3,(H2,24,31)/t7-,8-,15-,21-,22-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C22H23ClN2O8
Molecular Weight	478.88
AlogP	-0.34
Hydrogen Bond Acceptor	9.0
Hydrogen Bond Donor	6.0
Number of Rotational Bond	2.0
Polar Surface Area	181.62
Molecular species	ACID
Aromatic Rings	1.0
Heavy Atoms	33.0

Assay Description	Organism	Bioactivity	Reference
Reduction in concanamycins A and B production in Streptomyces acidiscabies ATCC 4900315 at 1.5 ug/ml after 5 days relative to untreated control	Streptomyces acidiscabies	None
Reduction in thaxtomin A production in Streptomyces acidiscabies ATCC 4900315 at 1.5 ug/ml after 5 days relative to untreated control	Streptomyces acidiscabies	10.0 %
Reduction in concanamycins A and B production in Streptomyces scabiei ATCC 4917314 at 1.2 ug/ml after 5 days relative to untreated control	Streptomyces scabiei	0.1 %
Reduction in thaxtomin A production in Streptomyces scabiei ATCC 4917314 at 1.2 ug/ml after 5 days relative to untreated control	Streptomyces scabiei	0.6 %
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as mycelial weigh change at 1.2 ug/ml after 5 days relative to untreated control	Streptomyces scabiei	2.1 %
Antimicrobial activity against Streptomyces alboniger IFO 12738 assessed as inhibition of aerial mycelial growth at 0.04 ug/disk after 5 days by paper disk method	Streptomyces alboniger	None
Antimicrobial activity against Streptomyces alboniger IFO 12738 assessed as inhibition of aerial mycelial growth at 0.4 ug/disk after 5 days by paper disk method	Streptomyces alboniger	None
Antimicrobial activity against Streptomyces alboniger IFO 12738 assessed as inhibition of aerial mycelial growth at 4 ug/disk after 5 days by paper disk method	Streptomyces alboniger	None
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as mycelial weigh change at 1.5 ug/ml after 5 days relative to untreated control	Streptomyces acidiscabies	6.8 %
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of growth at 4 ug/disk after 5 days by paper disk method	Streptomyces acidiscabies	16.0 mm
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of aerial mycelial growth at 0.4 ug/disk after 5 days by paper disk method	Streptomyces acidiscabies	19.0 mm
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of aerial mycelial growth at 0.04 ug/disk after 5 days by paper disk method	Streptomyces acidiscabies	11.0 mm
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of aerial mycelial growth at 4 ug/disk after 5 days by paper disk method	Streptomyces acidiscabies	35.0 mm
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of aerial mycelial growth at 0.04 ug/disk after 5 days by paper disk method	Streptomyces scabiei	11.0 mm
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of growth at 4 ug/disk after 5 days by paper disk method	Streptomyces scabiei	19.0 mm
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of aerial mycelial growth at 4 ug/disk after 5 days by paper disk method	Streptomyces scabiei	27.0 mm
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of aerial mycelial growth at 0.40 ug/disk after 5 days by paper disk method	Streptomyces scabiei	20.0 mm

Cross References

Resources	Reference
ChEMBL	CHEMBL1622557

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).