IMPPAT Phytochemical information: 
Nicotinamide

Nicotinamide
Summary

SMILES: NC(=O)c1cccnc1
InChI: InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)
InChIKey: DFPAKSUCGFBDDF-UHFFFAOYSA-N
DeepSMILES: NC=O)ccccnc6
Scaffold Graph/Node/Bond level: c1ccncc1
Scaffold Graph/Node level: C1CCNCC1
Scaffold Graph level: C1CCCCC1
Functional groups: cC(N)=O; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyridines and derivatives
ClassyFire Subclass: Pyridinecarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
NP Classifier Class: Pyridine alkaloids
Synonymous chemical names:
niacinamide, nicotinamide, vitamin b
External chemical identifiers:
CID:936; ChEMBL:CHEMBL1140; ChEBI:17154; ZINC:ZINC000000005878; FDASRS:25X51I8RD4; SureChEMBL:SCHEMBL2926; MolPort-001-783-876
Chemical structure download


Nicotinamide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit


Nicotinamide
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 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.58


Nicotinamide
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.31
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No


Nicotinamide
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000001008FKBP4900
ENSP00000202967SIRT4819
ENSP00000212015SIRT1996
ENSP00000220940GML900
ENSP00000222553NAMPT991
ENSP00000223862RLN1900
ENSP00000226279CD38979
ENSP00000227378HSPA8900
ENSP00000228820PARP11900
ENSP00000228936ART4900
ENSP00000230354TBP900
ENSP00000231751LTF741
ENSP00000242351ZC3HAV1800
ENSP00000248553HSPB1900
ENSP00000249396SIRT2973
ENSP00000250416PARP2900
ENSP00000250693ART1900
ENSP00000254322DNAJB1900
ENSP00000254605RRP8900
ENSP00000261888PARP16900
ENSP00000262160SMAD2900
ENSP00000262177DNAJB6900
ENSP00000262320AXIN1900
ENSP00000263549PARP12900
ENSP00000263663TAF1B900
ENSP00000264867PPARGC1A700
ENSP00000265016BST1979
ENSP00000267568PTGR2800
ENSP00000272317RPS27A900
ENSP00000281631PARP8900
ENSP00000287196PARP6900
ENSP00000295924TIPARP900
ENSP00000296861TNFRSF21900
ENSP00000299964NNMT989
ENSP00000302476900
ENSP00000302625AXIN2900
ENSP00000304697UBB900
ENSP00000310219HSPA6900
ENSP00000310670CCAR2900
ENSP00000311032CASP3700
ENSP00000311579TNKS900
ENSP00000314971TAF1D900
ENSP00000318687HSPH1900
ENSP00000320503EDC3720
ENSP00000325618PARP10900
ENSP00000327072TAF1A900
ENSP00000329466SIRT7805
ENSP00000332973SMAD3900
ENSP00000333948RPS19BP1920
ENSP00000337332SIRT6977
ENSP00000340691EIF4EBP1700
ENSP00000341551SMAD4900
ENSP00000344789ACACA700
ENSP00000344818UBC900
ENSP00000346805CRYBA4900
ENSP00000348064ART3900
ENSP00000350894SERPINH1900
ENSP00000352992ART5900
ENSP00000353512PARP9900
ENSP00000354532PNP900
ENSP00000354558MTOR722
ENSP00000355759PARP1919
ENSP00000356001MRPL18900
ENSP00000357218APOA1BP834
ENSP00000357297RNF146900
ENSP00000359424CHUK700
ENSP00000360689TNKS2979
ENSP00000361290COL4A6900
ENSP00000364801HSPA1B900
ENSP00000364802HSPA1A900
ENSP00000365877SUV39H1921
ENSP00000367802TAF1C900
ENSP00000368552SIRT5985
ENSP00000371419PARP4900
ENSP00000372191SIRT3890
ENSP00000381740PARP3900
ENSP00000384273RELA723
ENSP00000385834TF772
ENSP00000388107UBA52900
ENSP00000401508NAPRT1915
ENSP00000407952NAMPTL900
ENSP00000417214PARP15900
ENSP00000418194PARP14900
ENSP00000426964YJEFN3751
ENSP00000431512HSF1900
ENSP00000445175LDHA800
ENSP00000452549751
ENSP00000470082DEDD2900
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.