Details of the Drug

General Information of Drug (ID: DMDT42X)

Drug Name

KU-55933

Synonyms

KU-55933; 587871-26-9; ATM Kinase Inhibitor; KU55933; 2-Morpholino-6-(thianthren-1-yl)-4H-pyran-4-one; 2-Morpholin-4-yl-6-thianthren-1-ylpyran-4-one; KU 55933; 2-Morpholin-4-yl-6-thianthren-1-yl-pyran-4-one; UNII-O549494L5D; CHEMBL222102; KU-55933 (ATM Kinase Inhibitor); O549494L5D; 2-morpholino-6-thianthren-1-yl-pyran-4-one; 2-(4-Morpholinyl)-6-(1-thianthrenyl)-4H-pyran-4-one; 4H-Pyran-4-one, 2-(4-morpholinyl)-6-(1-thianthrenyl)-; AC1NQSSP; PubChem22474; cc-73; SCHEMBL1984941; GTPL5928

Indication

Disease Entry	ICD 11	Status	REF
Solid tumour/cancer	2A00-2F9Z	Investigative	[1]
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Drug Type

Small molecular drug

Structure

3D MOL

2D MOL

#Ro5 Violations (Lipinski): 0

Molecular Weight (mw)

395.5

Logarithm of the Partition Coefficient (xlogp)

3.9

Rotatable Bond Count (rotbonds)

Hydrogen Bond Donor Count (hbonddonor)

Hydrogen Bond Acceptor Count (hbondacc)

Chemical Identifiers

Formula: C21H17NO3S2
IUPAC Name: 2-morpholin-4-yl-6-thianthren-1-ylpyran-4-one
Canonical SMILES: C1COCCN1C2=CC(=O)C=C(O2)C3=C4C(=CC=C3)SC5=CC=CC=C5S4
InChI: InChI=1S/C21H17NO3S2/c23-14-12-16(25-20(13-14)22-8-10-24-11-9-22)15-4-3-7-19-21(15)27-18-6-2-1-5-17(18)26-19/h1-7,12-13H,8-11H2
InChIKey: XRKYMMUGXMWDAO-UHFFFAOYSA-N

Cross-matching ID

PubChem CID: 5278396
ChEBI ID: CHEBI:91372
CAS Number: 587871-26-9
TTD ID: D05USL

Molecular Interaction Atlas of This Drug

Drug Therapeutic Target (DTT)

DTT Name	DTT ID	UniProt ID	MOA	REF
DNA-dependent protein kinase catalytic (PRKDC)	TTK3PY9	PRKDC_HUMAN	Inhibitor	[2]

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Drug Off-Target (DOT)

DOT Name	DOT ID	UniProt ID	Interaction	REF
Cellular tumor antigen p53 (TP53)	OTIE1VH3	P53_HUMAN	Post-Translational Modifications	[3]
DNA-dependent protein kinase catalytic subunit (PRKDC)	OTJVS4EG	PRKDC_HUMAN	Post-Translational Modifications	[4]
Eukaryotic translation initiation factor 4E-binding protein 1 (EIF4EBP1)	OTHBQVD5	4EBP1_HUMAN	Post-Translational Modifications	[5]
G1/S-specific cyclin-D1 (CCND1)	OT8HPTKJ	CCND1_HUMAN	Gene/Protein Processing	[5]
Histone H2AX (H2AX)	OT18UX57	H2AX_HUMAN	Post-Translational Modifications	[4]
Serine-protein kinase ATM (ATM)	OTQVOHLT	ATM_HUMAN	Gene/Protein Processing	[6]
Serine/threonine-protein kinase Chk2 (CHEK2)	OT8ZPCNS	CHK2_HUMAN	Gene/Protein Processing	[7]
Tumor necrosis factor receptor superfamily member 6 (FAS)	OTP9XG86	TNR6_HUMAN	Gene/Protein Processing	[8]

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Molecular Interaction Atlas (MIA)

MIA Detail

Jump to Detail Molecular Interaction Atlas of This Drug

References

1	URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 5928).
2	Pyranone, thiopyranone, and pyridone inhibitors of phosphatidylinositol 3-kinase related kinases. Structure-activity relationships for DNA-dependen... J Med Chem. 2007 Apr 19;50(8):1958-72.
3	DNA damage responses in cells exposed to sulphur mustard. Toxicol Lett. 2012 Feb 25;209(1):1-10. doi: 10.1016/j.toxlet.2011.11.009. Epub 2011 Nov 18.
4	Identification of DNA-dependent protein kinase catalytic subunit (DNA-PKcs) as a novel target of bisphenol A. PLoS One. 2012;7(12):e50481. doi: 10.1371/journal.pone.0050481. Epub 2012 Dec 5.
5	The ATM inhibitor KU-55933 suppresses cell proliferation and induces apoptosis by blocking Akt in cancer cells with overactivated Akt. Mol Cancer Ther. 2010 Jan;9(1):113-25. doi: 10.1158/1535-7163.MCT-08-1189. Epub 2010 Jan 6.
6	Checkpoint signaling, base excision repair, and PARP promote survival of colon cancer cells treated with 5-fluorodeoxyuridine but not 5-fluorouracil. PLoS One. 2011;6(12):e28862. doi: 10.1371/journal.pone.0028862. Epub 2011 Dec 15.
7	Sterigmatocystin-induced checkpoint adaptation depends on Chk1 in immortalized human gastric epithelial cells in vitro. Arch Toxicol. 2017 Jan;91(1):259-270. doi: 10.1007/s00204-016-1682-2. Epub 2016 Feb 25.
8	Triggering of transient receptor potential vanilloid type 1 (TRPV1) by capsaicin induces Fas/CD95-mediated apoptosis of urothelial cancer cells in an ATM-dependent manner. Carcinogenesis. 2009 Aug;30(8):1320-9. doi: 10.1093/carcin/bgp138. Epub 2009 Jun 5.