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Gliclazide

C15H21N3O3S — CID 3475

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Data last refreshed: (MolForge compound catalog, from PubChem)

IUPAC1-(3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonylurea
SMILESCc1ccc(S(=O)(=O)NC(=O)NN2CC3CCCC3C2)cc1
InChIInChI=1S/C15H21N3O3S/c1-11-5-7-14(8-6-11)22(20,21)17-15(19)16-18-9-12-3-2-4-13(12)10-18/h5-8,12-13H,2-4,9-10H2,1H3,(H2,16,17,19)
InChIKeyBOVGTQGAOIONJV-UHFFFAOYSA-N
MW323.42 g/mol
LogP1.63
Rot. Bonds3

About Gliclazide

Gliclazide (PubChem CID 3475) has the molecular formula C15H21N3O3S and a molecular weight of 323.42 g/mol. Its IUPAC name is 1-(3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonylurea.

Molecular Properties

Compound NameGliclazide
PubChem CID3475
Molecular FormulaC15H21N3O3S
Molecular Weight323.42 g/mol
Exact Mass323.13
IUPAC Name1-(3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonylurea
SMILESCc1ccc(S(=O)(=O)NC(=O)NN2CC3CCCC3C2)cc1
InChIInChI=1S/C15H21N3O3S/c1-11-5-7-14(8-6-11)22(20,21)17-15(19)16-18-9-12-3-2-4-13(12)10-18/h5-8,12-13H,2-4,9-10H2,1H3,(H2,16,17,19)
InChIKeyBOVGTQGAOIONJV-UHFFFAOYSA-N
XLogP1.63
TPSA78.51 Ų
H-Bond Donors2
H-Bond Acceptors4
Rotatable Bonds3
Heavy Atoms22
Complexity—

Lipinski Rule of Five

Passes Rule of Five

RuleValue
MW ≤ 500323.42
LogP ≤ 51.63
H-Bond Donors ≤ 52
H-Bond Acceptors ≤ 104

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Related Compounds

Tolazamide
CID 5503
N-[(3ar,6as)-Hexahydrocyclopenta[c]pyrrol-2(1h)-Ylcarbamoyl]-4-Methylbenzenesulfonamide
CID 667431
6-beta-Hydroxygliclazide
CID 44582375
1-[(3aS,6aS)-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl]-3-(4-methylphenyl)sulfonylurea
CID 931837
6-alpha-Hydroxygliclazide
CID 124518230
7beta-Hydroxygliclazide
CID 125116815
6-Hydroxygliclazide
CID 75051323
7-Hydroxygliclazide
CID 131750725
N-[[(Hexahydrocyclopenta[c]pyrrol-2(1H)-yl)amino]carbonyl]-2-methylbenzenesulfonamide
CID 46780435
1-[(3aS,6aR)-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl]-3-(4-methylphenyl)sulfonylurea;butanedioic acid
CID 139201721

Frequently Asked Questions

What is the IUPAC name of Gliclazide?
The IUPAC name of Gliclazide (CID 3475) is 1-(3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonylurea.
What is the SMILES notation for Gliclazide?
The canonical SMILES for Gliclazide is Cc1ccc(S(=O)(=O)NC(=O)NN2CC3CCCC3C2)cc1.
What is the InChIKey of Gliclazide?
The InChIKey is BOVGTQGAOIONJV-UHFFFAOYSA-N. The full InChI is InChI=1S/C15H21N3O3S/c1-11-5-7-14(8-6-11)22(20,21)17-15(19)16-18-9-12-3-2-4-13(12)10-18/h5-8,12-13H,2-4,9-10H2,1H3,(H2,16,17,19).
What are the key properties of Gliclazide?
Gliclazide has a molecular weight of 323.42 g/mol, XLogP of 1.63, 3 rotatable bonds, 2 hydrogen bond donors, and 4 hydrogen bond acceptors.
Where does this data come from?
All data for Gliclazide is sourced from PubChem (CID 3475), the world's largest open chemistry database maintained by the National Library of Medicine (NIH).

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