Details of the Drug

General Information of Drug (ID: DMSBENK)

Drug Name
Indomethacin glucuronide
Synonyms Indomethacin acyl glucuronide; INDOMETHACIN GLUCURONIDE; CHEMBL2074828; Indomethacin Acyl-; INDOMETHACIN ACYL-B-D-GLUCURONIDE; 75523-11-4; ZINC84386263
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 1 Molecular Weight (mw) 533.9
Logarithm of the Partition Coefficient (xlogp) 2.7
Rotatable Bond Count (rotbonds) 7
Hydrogen Bond Donor Count (hbonddonor) 4
Hydrogen Bond Acceptor Count (hbondacc) 10
Chemical Identifiers
Formula
C25H24ClNO10
IUPAC Name
(2S,3S,4S,5R,6S)-6-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
Canonical SMILES
CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)OC4C(C(C(C(O4)C(=O)O)O)O)O
InChI
QCBWEVBGELGABM-CZLVRFMKSA-N
InChIKey
1S/C25H24ClNO10/c1-11-15(10-18(28)36-25-21(31)19(29)20(30)22(37-25)24(33)34)16-9-14(35-2)7-8-17(16)27(11)23(32)12-3-5-13(26)6-4-12/h3-9,19-22,25,29-31H,10H2,1-2H3,(H,33,34)/t19-,20-,21+,22-,25+/m0/s1
Cross-matching ID
PubChem CID
70691027
CAS Number
75523-11-4
INTEDE ID
DR2700

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Beta-glucuronidase (uidA) DE9RA0I BGLR_ECOLI Substrate [1]
Beta-glucuronidase (uidA) DEGA738 BGLR_ECOLI Substrate [2]
Beta-glucuronidase (uidA) DE68SAL A0A174N6T8_BACVU Substrate [2]
Beta-glucuronidase (uidA) DEKRUCA A0A395VBK3_9FIRM Substrate [2]
Beta-glucuronidase (uidA) DE473X0 A0A173S9G2_9FIRM Substrate [2]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 Bidirectional interactions between indomethacin and the murine intestinal microbiota. Elife. 2015 Dec 23;4:e08973.
2 Developing a metagenomic view of xenobiotic metabolism. Pharmacol Res. 2013 Mar;69(1):21-31.