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Compound Detail

CHEMBL1140

NIACINAMIDE
💊 Approved Drug
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💊 Approved Drug
NC(=O)c1cccnc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1140
Name NIACINAMIDE
Phase Approved
Structure Type MOL
InChI Key DFPAKSUCGFBDDF-UHFFFAOYSA-N

Known Names

Freederm Niacin (as niacinamide) Niacinamid Niacinamide Niacinamide component of tpn Niacinamide component of vitaped Niatin Nicam Nicobion Nicotinamida Nicotinamide Nicotinamidum +3 more
13
Targets
68
Activities
3
Assay Types
0
PK Parameters
20
Publications
15
Known Names
20
Indications

Molecular Properties

122.1
MW (Da)
0.18
ALogP
2
HBA
1
HBD
56.0
PSA (Ų)
0.58
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1982
Availability Prescription
Chirality Achiral

Routes of Administration

Oral Parenteral

Flags

Natural Product

Extended Properties

Molecular Formula C6H6N2O
MW 122.13
Aromatic Rings 1
Heavy Atoms 9
NP-Likeness -1.30

Indications

Acne Vulgaris Anemia Anemia, Iron-Deficiency Folic Acid Deficiency Brain Injuries Diabetic Neuropathies Jaundice, Obstructive Kidney Failure, Chronic Stroke Urinary Bladder Neoplasms Ataxia Telangiectasia Ataxia Telangiectasia Carcinoma, Basal Cell Carcinoma, Non-Small-Cell Lung Carcinoma, Squamous Cell Depressive Disorder Friedreich Ataxia Glaucoma, Open-Angle Leukemia, Lymphocytic, Chronic, B-Cell Lupus Erythematosus, Cutaneous

ATC Classification

A11HA01
nicotinamide
Level 1: ALIMENTARY TRACT AND METABOLISM
Level 2: VITAMINS

Activity Summary

IC50 66 meas. best 5.92
EC50 1 meas.
Ki 1 meas. best 2.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NAD-dependent protein deacetylase sirtuin-2
CHEMBL4462
 IC50 5.92 4.78 1200.0 15
Fatty-acid amide hydrolase 1
CHEMBL3229
 IC50 5.48 5.48 3300.0 1
NAD-dependent protein deacetylase sirtuin-3, mitochondrial
CHEMBL4461
 IC50 5.21 4.69 6200.0 6
NAD-dependent protein lipoamidase sirtuin-4, mitochondrial
CHEMBL2163185
 IC50 4.89 4.89 13000.0 1
NAD-dependent protein deacetylase
CHEMBL4523517
 IC50 4.64 4.64 23100.0 1
NAD-dependent protein deacetylase sirtuin-1
CHEMBL4506
 IC50 4.6 4.24 25000.0 8
NAD-dependent protein deacylase sirtuin-5, mitochondrial
CHEMBL2163183
 IC50 4.55 4.44 28000.0 2
Putative silent information regulator 2
CHEMBL2311240
 IC50 4.41 4.405 39400.0 2
NAD(+) hydrolase SARM1
CHEMBL4523350
 IC50 4.36 4.36 43800.0 1
NAD-dependent protein deacylase sirtuin-6
CHEMBL2163182
 IC50 4.35 4.35 45000.0 1
Unchecked
CHEMBL612545
 IC50 4.29 4.29 51000.0 2
NAD-dependent protein deacetylase HST2
CHEMBL5933
 IC50 4.04 4.04 91000.0 1
Coagulation factor VII/tissue factor
CHEMBL2095194
 Ki 2.1 2.1 8000000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NAD-dependent protein deacetylase sirtuin-2 IC50 = 1200.0 nM 5.92 Inhibition of recombinant SIRT2 using ZMAL substrate after 4 hrs by homogeneous ... 24900427
NAD-dependent protein deacetylase sirtuin-2 IC50 = 1200.0 nM 5.92 Inhibition of GST-tagged recombinant human SIRT2 using MPSDKTIGG as substrate by... 26696402
Fatty-acid amide hydrolase 1 IC50 = 3300.0 nM 5.48 Inhibition of Wistar rat brain FAAH 16854070
NAD-dependent protein deacetylase sirtuin-3, mitochondrial IC50 = 6200.0 nM 5.21 Inhibition of catalytically active human SIRT3 (102 to 399 amino acids) expresse... 25275824
NAD-dependent protein deacetylase sirtuin-2 IC50 = 6300.0 nM 5.2 Inhibition of human recombinant SIRT2 assessed as deacetylation of N-acetyl lysi... 25549554
NAD-dependent protein deacetylase sirtuin-3, mitochondrial IC50 = 10000.0 nM 5.0 Inhibition of recombinant human SIRT3 (118 to 399 residues) defatty-acylase acti... 31117516
NAD-dependent protein deacetylase sirtuin-2 IC50 = 10500.0 nM 4.98 Inhibition of full length human SIRT2 expressed in Escherichia coli BL21 (DE3) c... 25275824
NAD-dependent protein deacetylase sirtuin-2 IC50 = 11000.0 nM 4.96 Inhibition of human recombinant SIRT2 after 60 mins by fluorimetric analysis 19700324
NAD-dependent protein deacetylase sirtuin-2 IC50 = 11000.0 nM 4.96 Inhibition of human recombinant SIRT2 25515955
NAD-dependent protein deacetylase sirtuin-2 IC50 = 11000.0 nM 4.96 Inhibition of recombinant human SIRT2 defatty-acylase activity using SFP3 as sub... 31117516
NAD-dependent protein lipoamidase sirtuin-4, mitochondrial IC50 = 13000.0 nM 4.89 Inhibition of N-terminal 6His-tagged human Sirt4 (25 to 314 residues) expressed ... 38253001
NAD-dependent protein deacetylase sirtuin-3, mitochondrial IC50 = 14000.0 nM 4.85 Inhibition of human recombinant SIRT3 after 60 mins by fluorimetric analysis 19700324
NAD-dependent protein deacetylase sirtuin-2 IC50 = 20000.0 nM 4.7 Inhibition of recombinant human SIRT2 demyristoylase activity using p53(Myr)-AMC... 31117516
NAD-dependent protein deacetylase IC50 = 23100.0 nM 4.64 Inhibition of recombinant Schistosoma mansoni sirtuin 2 (21 to 322 residues) exp... 31496251
NAD-dependent protein deacetylase sirtuin-1 IC50 = 25000.0 nM 4.6 Inhibition of SIRT-1 (unknown origin) -
NAD-dependent protein deacylase sirtuin-5, mitochondrial IC50 = 28000.0 nM 4.55 Inhibition of human recombinant SIRT5 assessed as inhibition of substrate desucc... 34364223
NAD-dependent protein deacetylase sirtuin-3, mitochondrial IC50 = 30000.0 nM 4.52 Inhibition of recombinant SIRT3 using ZMAL substrate after 4 hrs by homogeneous ... 24900427
NAD-dependent protein deacetylase sirtuin-2 IC50 = 32300.0 nM 4.49 Inhibition of human recombinant SIRT2 17149860
NAD-dependent protein deacetylase sirtuin-2 IC50 = 32300.0 nM 4.49 Inhibition of human recombinant Sirt2 expressed in Escherichia coli BL21 by fluo... 18269226
NAD-dependent protein deacetylase sirtuin-1 IC50 = 33000.0 nM 4.48 Inhibition of recombinant human C-terminal His6-tagged SIRT1 (Met1 to Ser747 res... 31117516

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 405
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
31496251 10.1021/acs.jmedchem.9b00638 NAD-dependent protein deacetylase 10
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
23418369 10.1124/dmd.112.049734 Cytochrome P450 2E1 8
34213345 10.1021/acs.jmedchem.1c00601 NAD-dependent protein deacylase sirtuin-6 6
28765012 10.1016/j.bmcl.2017.07.036 HUVEC 4
20014752 10.1021/tx900326k Hepatotoxicity 3
22835719 10.1016/j.ejmech.2012.07.001 NAD-dependent protein deacetylase sirtuin-3, mitochondrial 3
36191547 10.1016/j.bmc.2022.116999 NAD-dependent protein deacetylase sirtuin-3, mitochondrial 3
24685703 10.1016/j.bmc.2014.03.011 Plasma 3
19217780 10.1016/j.bmcl.2009.01.052 HaCaT 3
25884115 10.1016/j.ejmech.2015.04.008 NAD-dependent protein deacylase sirtuin-6 3
38253001 10.1021/acs.jmedchem.3c01496 NAD-dependent protein lipoamidase sirtuin-4, mitochondrial 3
31117516 10.1021/acs.jmedchem.9b00315 NAD-dependent protein deacetylase sirtuin-2 3
28241112 10.1021/acs.jmedchem.6b01595 NAD-dependent protein deacetylase sirtuin-1 2
25590360 10.1021/jm500838d Unchecked 2
19700324 10.1016/j.bmcl.2009.08.028 Unchecked 2
- 10.6019/CHEMBL3392926 Leishmania donovani 2
- 10.6019/CHEMBL3392926 NON-PROTEIN TARGET 2

Data from ChEMBL 36 via Core Engine