IMPPAT Phytochemical information: 
5-Methoxy-N-[(5-Methylpyridin-2-Yl)sulfonyl]-1h-Indole-2-Carboxamide
5-Methoxy-N-[(5-Methylpyridin-2-Yl)sulfonyl]-1h-Indole-2-Carboxamide
Summary

SMILES: COc1ccc2c(c1)cc([nH]2)C(=O)NS(=O)(=O)c1ccc(cn1)C
InChI: InChI=1S/C16H15N3O4S/c1-10-3-6-15(17-9-10)24(21,22)19-16(20)14-8-11-7-12(23-2)4-5-13(11)18-14/h3-9,18H,1-2H3,(H,19,20)
InChIKey: ZKUFSBNJBIOKLO-UHFFFAOYSA-N
DeepSMILES: COcccccc6)cc[nH]5)C=O)NS=O)=O)cccccn6))C
Scaffold Graph/Node/Bond level: O=C(NS(=O)(=O)c1ccccn1)c1cc2ccccc2[nH]1
Scaffold Graph/Node level: OC(NS(O)(O)C1CCCCN1)C1CC2CCCCC2N1
Scaffold Graph level: CC(CC(C)(C)C1CCCCC1)C1CC2CCCCC2C1
Functional groups: cOC; c[nH]c; cC(=O)NS(c)(=O)=O; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Indolecarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carboline alkaloids
Synonymous chemical names:
fg2
External chemical identifiers:
CID:CID_44229000; ChEMBL:CHEMBL1232723; ZINC:ZINC000058631901
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
5-Methoxy-N-[(5-Methylpyridin-2-Yl)sulfonyl]-1h-Indole-2-Carboxamide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 345.38
Log P RDKit 2
Topological polar surface area (Å2) RDKit 101.15
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 1
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.12
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
5-Methoxy-N-[(5-Methylpyridin-2-Yl)sulfonyl]-1h-Indole-2-Carboxamide
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.75
5-Methoxy-N-[(5-Methylpyridin-2-Yl)sulfonyl]-1h-Indole-2-Carboxamide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.71
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No