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
• #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: CHEBI:44215
  CAS Number: 53-84-9
  TTD ID: D0R6JE

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
11-beta-hydroxysteroid dehydrogenase type 2 (HSD11B2)	OTHF4H9U	DHI2_HUMAN	Biotransformations	[2]
Aldehyde dehydrogenase, mitochondrial (ALDH2)	OTKJ9I3N	ALDH2_HUMAN	Drug Response	[3]
Apoptosis regulator BAX (BAX)	OTAW0V4V	BAX_HUMAN	Gene/Protein Processing	[4]
Apoptosis regulator Bcl-2 (BCL2)	OT9DVHC0	BCL2_HUMAN	Gene/Protein Processing	[4]
Cellular tumor antigen p53 (TP53)	OTIE1VH3	P53_HUMAN	Gene/Protein Processing	[4]
Chimeric ERCC6-PGBD3 protein (ERCC6)	OT2QZKSF	ERPG3_HUMAN	Regulation of Drug Effects	[5]
Epidermal retinol dehydrogenase 2 (SDR16C5)	OT7BJD1M	RDHE2_HUMAN	Gene/Protein Processing	[6]
Glycogen synthase kinase-3 beta (GSK3B)	OTL3L14B	GSK3B_HUMAN	Regulation of Drug Effects	[7]
Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial (HADH)	OTJDOL20	HCDH_HUMAN	Regulation of Drug Effects	[8]
Insulin-like growth factor-binding protein 1 (IGFBP1)	OT6UQV2K	IBP1_HUMAN	Gene/Protein Processing	[9]

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

References

• [1] How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
• [2] Effects of Ziram on Rat and Human 11-Hydroxysteroid Dehydrogenase Isoforms. Chem Res Toxicol. 2016 Mar 21;29(3):398-405. doi: 10.1021/acs.chemrestox.5b00527. Epub 2016 Feb 18.
• [3] 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.
• [4] [Effect of NADH against liver cell line L02 apoptosis induced by UVB irradiation]. Di Yi Jun Yi Da Xue Xue Bao. 2002 Mar;22(3):232-4.
• [5] 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.
• [6] 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.
• [7] Glycogen synthase kinase 3 regulates cell death and survival signaling in tumor cells under redox stress. Neoplasia. 2014 Sep;16(9):710-22.
• [8] 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.
• [9] Tryptophan and kynurenine stimulate human decidualization via activating Aryl hydrocarbon receptor: Short title: Kynurenine action on human decidualization. Reprod Toxicol. 2020 Sep;96:282-292. doi: 10.1016/j.reprotox.2020.07.011. Epub 2020 Aug 8.