Details of the Drug

General Information of Drug (ID: DM9LRKB)

Drug Name
Nicotinamide-Adenine-Dinucleotide
Synonyms
NICOTINAMIDE-ADENINE-DINUCLEOTIDE (ACIDIC FORM); AC1NRCGS; [[(2R,3S,4R,5R)-5-(6-amino-7H-purin-9-ium-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-oxidophosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 5 Molecular Weight (mw) 663.4
Logarithm of the Partition Coefficient (xlogp) -6
Rotatable Bond Count (rotbonds) 11
Hydrogen Bond Donor Count (hbonddonor) 7
Hydrogen Bond Acceptor Count (hbondacc) 18
Chemical Identifiers
Formula
C21H27N7O14P2
IUPAC Name
[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
Canonical SMILES
C1=CC(=C[N+](=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=NC5=C(N=CN=C54)N)O)O)O)O)C(=O)N
InChI
InChI=1S/C21H27N7O14P2/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(41-21)6-39-44(36,37)42-43(34,35)38-5-10-13(29)15(31)20(40-10)27-3-1-2-9(4-27)18(23)33/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,37)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKey
BAWFJGJZGIEFAR-NNYOXOHSSA-N
Cross-matching ID
PubChem CID
5892
ChEBI ID
CHEMBL44215
CAS Number
53-84-9
UNII
0U46U6E8UK
DrugBank ID
DB14128
TTD ID
D0R6JE
Drug-Molecule Activity Atlas (DMA)NEW Click to Jump to the Detailed DMA Information of This Drug
Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Adenosylhomocysteinase (AHCY) TTE2KUJ SAHH_HUMAN Inhibitor [1]
Alpha-glucosidase (GLA) TTHCF4J LYAG_HUMAN ; GANAB_HUMAN ; GANC_HUMAN Inhibitor [1]
Bacterial Dehydroquinate synthase (Bact aroB) TTPS7KA AROB_ECOLI Inhibitor [1]
Bacterial Fatty acid synthetase I (Bact inhA) TTVTX4N INHA_MYCTU Inhibitor [1]
Bacterial Flavohemoglobin (Bact hmp) TTNAW8S HMP_ECOLI Inhibitor [1]
Bacterial NH(3)-dependent NAD(+) synthetase (Bact nadE) TT8WCXO NADE_ECOLI Inhibitor [1]
Bacterial Nicotinate-nucleotide adenylyltransferase (Bact nadD) TT1NFO3 NADD_ECOLI Inhibitor [1]
Biliverdin reductase A (BLVRA) TTJBPN3 BIEA_HUMAN Inhibitor [1]
Deoxyhypusine synthase (DHPS) TTBO2A9 DHYS_HUMAN Inhibitor [1]
Entamoeba Alcohol dehydrogenase 2 (Entamo ADH2) TTJS7O4 ADH2_ENTHI Inhibitor [1]
Estradiol 17 beta-dehydrogenase 1 (17-beta-HSD1) TTIWB6L DHB1_HUMAN Inhibitor [1]
Estradiol 17 beta-dehydrogenase 4 (HSD17B4) TTL1WGS DHB4_HUMAN Inhibitor [1]
Glutathione reductase (GR) TTEP6RV GSHR_HUMAN Inhibitor [1]
Haemophilus influenzae NadR protein (Hae-influ nadR) TTWUDYC NADR_HAEIN Inhibitor [1]
HMG-CoA reductase (HMGCR) TTPADOQ HMDH_HUMAN Inhibitor [1]
Inosine-5'-monophosphate dehydrogenase 2 (IMPDH2) TTTB4UP IMDH2_HUMAN Inhibitor [1]
Intestinal maltase-glucoamylase (MGAM) TTXWASR MGA_HUMAN Inhibitor [1]
L-lactate dehydrogenase (LDH) TTAZHU0 LDHA_HUMAN ; LDHB_HUMAN ; LDHC_HUMAN Inhibitor [1]
Mitochondrial aldehyde dehydrogenase (ALDH2) TTFLN4T ALDH2_HUMAN Inhibitor [1]
Plasmodium Enoyl-ACP reductase (Malaria fabI) TTNX2CS Q965D5_PLAFA Inhibitor [1]
Pseudomonas Nicotinate-nucleotide adenylyltransferase (Pseudo nadD) TTKVNRF NADD_PSEAE Inhibitor [1]
Sorbitoldehydrogenase (SORD) TTLSRBZ DHSO_HUMAN Inhibitor [1]
Trypanosoma Dihydrolipoamide dehydrogenase (Trypano LPD) TTBKQL3 DLDH_TRYCR Inhibitor [1]
UDP-glucose 4-epimerase (GALE) TTGRHIB GALE_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Aldehyde dehydrogenase, mitochondrial (ALDH2) OTKJ9I3N ALDH2_HUMAN Drug Response [2]
Chimeric ERCC6-PGBD3 protein (ERCC6) OT2QZKSF ERPG3_HUMAN Regulation of Drug Effects [3]
Epidermal retinol dehydrogenase 2 (SDR16C5) OT7BJD1M RDHE2_HUMAN Gene/Protein Processing [4]
Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial (HADH) OTJDOL20 HCDH_HUMAN Regulation of Drug Effects [5]
Mucin-2 (MUC2) OT3X4QVX MUC2_HUMAN Gene/Protein Processing [6]
NAD kinase (NADK) OTYN9GX0 NADK_HUMAN Post-Translational Modifications [7]
NADH-cytochrome b5 reductase 3 (CYB5R3) OTUGT3G8 NB5R3_HUMAN Drug Response [8]
Poly polymerase 1 (PARP1) OT310QSG PARP1_HUMAN Regulation of Drug Effects [9]
Polypeptide N-acetylgalactosaminyltransferase 1 (GALNT1) OTO3RO36 GALT1_HUMAN Gene/Protein Processing [6]
Protein DEK (DEK) OTYCJ5H6 DEK_HUMAN Biotransformations [10]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
HMG-CoA reductase (HMGCR) DTT HMGCR 1.01E-05 0.65 1.53
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

References

1 How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
2 Catalytic contribution of threonine 244 in human ALDH2. Chem Biol Interact. 2013 Feb 25;202(1-3):32-40. doi: 10.1016/j.cbi.2012.12.009. Epub 2013 Jan 4.
3 A high-fat diet and NAD(+) activate Sirt1 to rescue premature aging in cockayne syndrome. Cell Metab. 2014 Nov 4;20(5):840-855. doi: 10.1016/j.cmet.2014.10.005. Epub 2014 Nov 4.
4 Biochemical characterization of human epidermal retinol dehydrogenase 2. Chem Biol Interact. 2009 Mar 16;178(1-3):182-7. doi: 10.1016/j.cbi.2008.09.019. Epub 2008 Sep 24.
5 Intrinsic alcohol dehydrogenase and hydroxysteroid dehydrogenase activities of human mitochondrial short-chain L-3-hydroxyacyl-CoA dehydrogenase. Biochem J. 2000 Jan 1;345 Pt 1(Pt 1):139-43.
6 Oxyresveratrol stimulates mucin production in an NAD+-dependent manner in human intestinal goblet cells. Food Chem Toxicol. 2018 Aug;118:880-888.
7 A second target of benzamide riboside: dihydrofolate reductase. Cancer Biol Ther. 2012 Nov;13(13):1290-8.
8 Expression of a novel P275L variant of NADH:cytochrome b5 reductase gives functional insight into the conserved motif important for pyridine nucleotide binding. Arch Biochem Biophys. 2006 Mar 1;447(1):59-67.
9 Analyzing structure-function relationships of artificial and cancer-associated PARP1 variants by reconstituting TALEN-generated HeLa PARP1 knock-out cells. Nucleic Acids Res. 2016 Dec 1;44(21):10386-10405. doi: 10.1093/nar/gkw859. Epub 2016 Sep 29.
10 Overexpression of the human DEK oncogene reprograms cellular metabolism and promotes glycolysis. PLoS One. 2017 May 30;12(5):e0177952. doi: 10.1371/journal.pone.0177952. eCollection 2017.