IMPPAT Phytochemical information: 
1-(9H-pyrido[3,4-b]indol-1-yl)ethanone
1-(9H-pyrido[3,4-b]indol-1-yl)ethanone
Summary

SMILES: CC(=O)c1nccc2c1[nH]c1c2cccc1
InChI: InChI=1S/C13H10N2O/c1-8(16)12-13-10(6-7-14-12)9-4-2-3-5-11(9)15-13/h2-7,15H,1H3
InChIKey: NXZSUJKPVSDFNF-UHFFFAOYSA-N
DeepSMILES: CC=O)cncccc6[nH]cc5cccc6
Scaffold Graph/Node/Bond level: c1ccc2c(c1)[nH]c1cnccc12
Scaffold Graph/Node level: C1CCC2C(C1)NC1CNCCC12
Scaffold Graph level: C1CCC2C(C1)CC1CCCCC12
Functional groups: c[nH]c; cC(C)=O; cnc
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-acetyl-beta-carboline, 1-acetyl-beta-carboline (i)
External chemical identifiers:
CID:CID_638667; ChEMBL:CHEMBL1682931; ChEBI:CHEBI:69598; ZINC:ZINC000013305154; SureChEMBL:SCHEMBL4069498; MolPort-039-338-922
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
1-(9H-pyrido[3,4-b]indol-1-yl)ethanone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 210.24
Log P RDKit 2.92
Topological polar surface area (Å2) RDKit 45.75
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
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 12
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.08
Number of rotatable bonds RDKit 1
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
1-(9H-pyrido[3,4-b]indol-1-yl)ethanone
Drug-likeness
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.627496
1-(9H-pyrido[3,4-b]indol-1-yl)ethanone
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.93
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
1-(9H-pyrido[3,4-b]indol-1-yl)ethanone
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000032ENSG00000164885CDK51020ChEMBL
TAR_EXP_000167ENSG00000013441CLK11195BindingDB, ChEMBL
TAR_EXP_001823ENSG00000010219DYRK48798BindingDB, ChEMBL
TAR_EXP_000331ENSG00000157540DYRK1A1859BindingDB, ChEMBL
TAR_EXP_000660ENSG00000082701GSK3B2932BindingDB, ChEMBL
TAR_EXP_001834ENSG00000176749CDK5R18851ChEMBL
TAR_EXP_001775ENSG00000127334DYRK28445BindingDB, ChEMBL
TAR_EXP_001875ENSG00000105204DYRK1B9149ChEMBL
TAR_EXP_001306ENSG00000196396PTPN15770ChEMBL, NPASS
TAR_EXP_000228ENSG00000213923CSNK1E1454ChEMBL
TAR_EXP_000169ENSG00000179335CLK31198ChEMBL
TAR_EXP_000168ENSG00000176444CLK21196BindingDB, ChEMBL
TAR_EXP_001772ENSG00000143479DYRK38444BindingDB, ChEMBL
TAR_EXP_001295ENSG00000113240CLK457396BindingDB, ChEMBL