NAP

NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE

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is present as a standalone ligand in 1,797 entries

as a non-polymer is covalently linked to polymer or other heterogen groups 23 entries

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Chemical Component Summary
Name	NADP NICOTINAMIDE-ADENINE-DINUCLEOTIDE PHOSPHATE
Synonyms	2'-MONOPHOSPHOADENOSINE 5'-DIPHOSPHORIBOSE
Identifiers	[(2R,3S,4R,5R)-5-(3-aminocarbonylpyridin-1-ium-1-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] phosphate
Formula	C₂₁ H₂₈ N₇ O₁₇ P₃
Molecular Weight	743.405
Type	NON-POLYMER
Isomeric SMILES	c1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)([O-])O[P@](=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N
InChI	InChI=1S/C21H28N7O17P3/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(44-46(33,34)35)14(30)11(43-21)6-41-48(38,39)45-47(36,37)40-5-10-13(29)15(31)20(42-10)27-3-1-2-9(4-27)18(23)32/h1-4,7-8,10-11,13-16,20-21,29-31H,5-6H2,(H7-,22,23,24,25,32,33,34,35,36,37,38,39)/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
InChIKey	XJLXINKUBYWONI-NNYOXOHSSA-N

Chemical Details
Formal Charge	0
Atom Count	76
Chiral Atom Count	9
Bond Count	80
Aromatic Bond Count	16

Drug Info: DrugBank

DrugBank ID	DB03461 ?
Name	Nicotinamide adenine dinucleotide phosphate
Groups	experimental
Description	Nicotinamide adenine dinucleotide phosphate. A coenzyme composed of ribosylnicotinamide 5'-phosphate (NMN) coupled by pyrophosphate linkage to the 5'-phosphate adenosine 2',5'-bisphosphate. It serves as an electron carrier in a number of reactions, being alternately oxidized (NADP+) and reduced (NADPH). (Dorland, 27th ed)
Synonyms	Triphosphopyridine nucleotide Codehydrase II Codehydrogenase II Nicotinamide adenine dinucleotide phosphate Coenzyme II
Categories	Adenine Nucleotides Coenzymes Enzymes and Coenzymes Heterocyclic Compounds, Fused-Ring Nucleic Acids, Nucleotides, and Nucleosides Nucleotides Purine Nucleotides Purines Ribonucleotides
CAS number	53-59-8

Drug Targets

Name	Target Sequence	Pharmacological Action
Isocitrate dehydrogenase [NADP]	MESKVVVPAQGKKITLQNGKLNVPENPIIPYIEGDGIGVDVTPAMLKVVD...	unknown
Aldose reductase	MASRLLLNNGAKMPILGLGTWKSPPGQVTEAVKVAIDVGYRHIDCAHVYQ...	unknown
Glucose-6-phosphate 1-dehydrogenase	MVSEIKTLVTFFGGTGDLAKRKLYPSVFNLYKKGYLQKHFAIVGTARQAL...	unknown
Aldo-keto reductase family 1 member C2	MDSKYQCVKLNDGHFMPVLGFGTYAPAEVPKSKALEAVKLAIEAGFHHID...	unknown
Estradiol 17-beta-dehydrogenase 1	MARTVVLITGCSSGIGLHLAVRLASDPSQSFKVYATLRDLKTQGRLWEAA...	unknown
NAD(P) transhydrogenase, mitochondrial	MANLLKTVVTGCSCPLLSNLGSCKGLRVKKDFLRTFYTHQELWCKAPVKP...	unknown
Corticosteroid 11-beta-dehydrogenase isozyme 1	MAFMKKYLLPILGLFMAYYYYSANEEFRPEMLQGKKVIVTGASKGIGREM...	unknown
Sepiapterin reductase	MEGGLGRAVCLLTGASRGFGRTLAPLLASLLSPGSVLVLSARNDEALRQL...	unknown
Pteridine reductase 1	MTAPTVPVALVTGAAKRLGRSIAEGLHAEGYAVCLHYHRSAAEANALSAT...	unknown
L-xylulose reductase	MELFLAGRRVLVTGAGKGIGRGTVQALHATGARVVAVSRTQADLDSLVRE...	unknown
Isocitrate dehydrogenase [NADP] cytoplasmic	MSKKISGGSVVEMQGDEMTRIIWELIKEKLIFPYVELDLHSYDLGIENRD...	unknown
Aldo-keto reductase family 1 member C1	MDSKYQCVKLNDGHFMPVLGFGTYAPAEVPKSKALEATKLAIEAGFRHID...	unknown
Nitric oxide synthase, brain	MEDHMFGVQQIQPNVISVRLFKRKVGGLGFLVKERVSKPPVIISDLIRGG...	unknown
Glucose-6-phosphate 1-dehydrogenase	MAEQVALSRTQVCGILREELFQGDAFHQSDTHIFIIMGASGDLAKKKIYP...	unknown
Dihydrofolate reductase	MVGSLNCIVAVSQNMGIGKNGDLPWPPLRNEFRYFQRMTTTSSVEGKQNL...	unknown
ADP-L-glycero-D-manno-heptose-6-epimerase	MIIVTGGAGFIGSNIVKALNDKGITDILVVDNLKDGTKFVNLVDLNIADY...	unknown
C-1-tetrahydrofolate synthase, cytoplasmic	MAPAEILNGKEISAQIRARLKNQVTQLKEQVPGFTPRLAILQVGNRDDSN...	unknown
Aldo-keto reductase family 1 member C3	MDSKHQCVKLNDGHFMPVLGFGTYAPPEVPRSKALEVTKLAIEAGFRHID...	unknown
Flavin reductase (NADPH)	MAVKKIAIFGATGQTGLTTLAQAVQAGYEVTVLVRDSSRLPSEGPRPAHV...	unknown
Isocitrate dehydrogenase [NADP]	MSTPKIIYTLTDEAPALATYSLLPIIKAFTGSSGIAVETRDISLAGRLIA...	unknown
Dihydrofolate reductase	MNQQKSLTLIVALTTSYGIGRSNSLPWKLKKEISYFKRVTSFVPTFDSFE...	unknown
Quinone oxidoreductase	MATGQKLMRAVRVFEFGGPEVLKLRSDIAVPIPKDHQVLIKVHACGVNPV...	unknown
3-hydroxy-3-methylglutaryl-coenzyme A reductase	MLSRLFRMHGLFVASHPWEVIVGTVTLTICMMSMNMFTGNNKICGWNYEC...	unknown
Alcohol dehydrogenase 1B	MSTAGKVIKCKAAVLWEVKKPFSIEDVEVAPPKAYEVRIKMVAVGICRTD...	unknown
NADPH--cytochrome P450 reductase	MGDSHVDTSSTVSEAVAEEVSLFSMTDMILFSLIVGLLTYWFLFRKKKEE...	unknown
Shikimate dehydrogenase	METYAVFGNPIAHSKSPFIHQQFAQQLNIEHPYGRVLAPINDFINTLNAF...	unknown
NADP-dependent isopropanol dehydrogenase	MKGFAMLSIGKVGWIEKEKPAPGPFDAIVRPLAVAPCTSDIHTVFEGAIG...	unknown
GDP-L-fucose synthase	MSKQRVFIAGHRGMVGSAIRRQLEQRGDVELVLRTRDELNLLDSRAVHDF...	unknown
Aspartate-semialdehyde dehydrogenase	MKNVGFIGWRGMVGSVLMDRMSQENDFENLNPVFFTTSQAGQKAPVFGGK...	unknown
2,4-dienoyl-CoA reductase [NADPH]	MSYPSLFAPLDLGFTTLKNRVLMGSMHTGLEEYPDGAERLAAFYAERARH...	unknown
NADP-dependent malic enzyme	MEPEAPRRRHTHQRGYLLTRNPHLNKDLAFTLEERQQLNIHGLLPPSFNS...	unknown
Dihydrofolate reductase	MISLIAALAVDRVIGMENAMPWNLPADLAWFKRNTLNKPVIMGRHTWESI...	unknown
NAD(P) transhydrogenase subunit beta	MTHSLTMAAYIVAGVLFILALRGLSNPESARNGNRMGMVGMAIAILTTLL...	unknown
3-oxoacyl-[acyl-carrier-protein] reductase FabG	MNFEGKIALVTGASRGIGRAIAETLAARGAKVIGTATSENGAQAISDYLG...	unknown
Dehydrogenase/reductase SDR family member 11	MARPGMERWRDRLALVTGASGGIGAAVARALVQQGLKVVGCARTVGNIEE...	unknown
Malate dehydrogenase, cytoplasmic	MSEPIRVLVTGAAGQIAYSLLYSIGNGSVFGKDQPIILVLLDITPMMGVL...	unknown
Oxidoreductase YdhF	MVQRITIAPQGPEFSRFVMGYWRLMDWNMSARQLVSFIEEHLDLGVTTVD...	unknown
Putative pteridine reductase 2	MNETSHEASECPAAIITGGARRIGHSIAVRLHQQGFRVVVHYRHSEGAAQ...	unknown
Estradiol 17-beta-dehydrogenase 8	MASQLQNRLRSALALVTGAGSGIGRAVSVRLAGEGATVAACDLDRAAAQE...	unknown
Alcohol dehydrogenase [NADP(+)]	MAASCVLLHTGQKMPLIGLGTWKSEPGQVKAAVKYALSVGYRHIDCAAIY...	unknown
Putative ketoacyl reductase	MATQDSEVALVTGATSGIGLEIARRLGKEGLRVFVCARGEEGLRTTLKEL...	unknown
2,4-dienoyl-CoA reductase, mitochondrial	MKLPARVFFTLGSRLPCGLAPRRFFSYGTKILYQNTEALQSKFFSPLQKA...	unknown
Oxidoreductase, short chain dehydrogenase/reductase family	MKEVFDLRGRVALVTGGSRGLGFGIAQGLAEAGCSVVVASRNLEEASEAA...	unknown
Prostaglandin F synthase	MALTQSLKLSNGVMMPVLGFGMWKLQDGNEAETATMWAIKSGYRHIDTAA...	unknown
General stress protein 69	MEYTSIADTGIEASRIGLGTWAIGGTMWGGTDEKTSIETIRAALDQGITL...	unknown
Ferredoxin--NADP reductase	MSNQGAFDGAANVESGSRVFVYEVVGMRQNEETDQTNYPIRKSGSVFIRV...	unknown
Bifunctional protein MdtA	MSKKLLFQFDTDATPSVFDVVVGYDGGADHITGYGNVTPDNVGAYVDGTI...	unknown
Alcohol dehydrogenase	MWEFYMPTDVFFGEKILEKRGNIIDLLGKRALVVTGKSSSKKNGSLDDLK...	unknown
NADPH:adrenodoxin oxidoreductase, mitochondrial	MASRCWRWWGWSAWPRTRLPPAGSTPSFCHHFSTQEKTPQICVVGSGPAG...	unknown
Ferredoxin--NADP reductase	MSNQGAFDGAANVESGSRVFVYEVVGMRQNEETDQTNYPIRKSGSVFIRV...	unknown
2,5-diketo-D-gluconic acid reductase A	MTVPSIVLNDGNSIPQLGYGVFKVPPADTQRAVEEALEVGYRHIDTAAIY...	unknown
Protein IolS	MKKAKLGKSDLQVFPIGLGTNAVGGHNLYPNLNEETGKELVREAIRNGVT...	unknown
NADP-dependent glyceraldehyde-3-phosphate dehydrogenase	MTKQYKNYVNGEWKLSENEIKIYEPASGAELGSVPAMSTEEVDYVYASAK...	unknown
Prostaglandin reductase 1	MVRTKTWTLKKHFVGYPTNSDFELKTAELPPLKNGEVLLEALFLTVDPYM...	unknown
Sulfite reductase [NADPH] flavoprotein alpha-component	MTTQVPPSALLPLNPEQLARLQAATTDLTPTQLAWVSGYFWGVLNQQPAA...	unknown
Aldo-keto reductase family 1 member B10	MATFVELSTKAKMPIVGLGTWKSPLGKVKEAVKVAIDAGYRHIDCAYVYQ...	unknown
Alcohol dehydrogenase (NADP(+))	MENFVFHNPTKIVFGRGTIPKIGEEIKNAGIRKVLFLYGGGSIKKNGVYD...	unknown
NADP-dependent fatty aldehyde dehydrogenase	MNPQTDNVFYATNAFTGEALPLAFPVHTEVEVNQAATAAAKVARDFRRLN...	unknown
Putative dehydrogenase/reductase SDR family member 4-like 2	MHKARLRGHCARAGKSVRLASSGMTRRDPLTNKVALVTASTDWIGFAVAQ...	unknown
Aldehyde reductase	MQVPKVTLNNGVEMPILGYGVFQIPPEKTEECVYEAIKVGYRLIDTAASY...	unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682