IMPPAT Phytochemical information: 
1-Isobutyl-2-tosyl-1,2,3,4-tetrahydro-beta-carboline-3beta-carboxamide
1-Isobutyl-2-tosyl-1,2,3,4-tetrahydro-beta-carboline-3beta-carboxamide
Summary

SMILES: Cc1ccc(cc1)S(=O)(=O)N1[C@H](Cc2c(C1CC(C)C)[nH]c1c2cccc1)C(=O)N
InChI: InChI=1S/C23H27N3O3S/c1-14(2)12-20-22-18(17-6-4-5-7-19(17)25-22)13-21(23(24)27)26(20)30(28,29)16-10-8-15(3)9-11-16/h4-11,14,20-21,25H,12-13H2,1-3H3,(H2,24,27)/t20?,21-/m1/s1
InChIKey: KRNKTFFQJBRAQZ-BPGUCPLFSA-N
DeepSMILES: Ccccccc6))S=O)=O)N[C@H]CccC6CCC)C))))[nH]cc5cccc6))))))))))C=O)N
Scaffold Graph/Node/Bond level: O=S(=O)(c1ccccc1)N1CCc2c([nH]c3ccccc23)C1
Scaffold Graph/Node level: OS(O)(C1CCCCC1)N1CCC2C(C1)NC1CCCCC12
Scaffold Graph level: CC(C)(C1CCCCC1)C1CCC2C(CC3CCCCC32)C1
Functional groups: cS(=O)(=O)N(C)C; c[nH]c; CC(N)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Harmala alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Carboline alkaloids
Synonymous chemical names:
1-isobutyl-1,2,3,4-tetrahydro-beta-carboline
External chemical identifiers:
CID:CID_101986336
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
1-Isobutyl-2-tosyl-1,2,3,4-tetrahydro-beta-carboline-3beta-carboxamide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 425.55
Log P RDKit 3.66
Topological polar surface area (Å2) RDKit 96.26
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 30
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 1
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.09
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.35
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 4
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 4
1-Isobutyl-2-tosyl-1,2,3,4-tetrahydro-beta-carboline-3beta-carboxamide
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.652762
1-Isobutyl-2-tosyl-1,2,3,4-tetrahydro-beta-carboline-3beta-carboxamide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.18
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes