NADP nicotinamide-adenine-dinucleotide phosphate

Details

• Internal ID: 7f3cea02-73aa-4f51-accd-5a2b93c99292
• Taxonomy: Nucleosides, nucleotides, and analogues > (5->5)-dinucleotides
• IUPAC Name: [[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
• 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)/p+1/t10-,11-,13-,14-,15-,16-,20-,21-/m1/s1
• InChI Key: XJLXINKUBYWONI-NNYOXOHSSA-O
• Popularity: 539 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₉N₇O₁₇P₃+
• Molecular Weight: 744.40 g/mol
• Exact Mass: 744.08327848 g/mol
• Topological Polar Surface Area (TPSA): 365.00 Ų
• XlogP: -7.00
• Atomic LogP (AlogP): -2.90
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

• Codehydrase II
• NADP
• coenzyme II
• nicotinamide adenine dinucleotide phosphate
• Nadide phosphate
• NAD phosphate
• FENOPON TC-42
• nadp nicotinamide-adenine-dinucleotide phosphate
• nicotinamide adenine dinucleotide phosphate (NADP)
• [[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl hydrogen phosphate
• beta-nicotinamide adenine dinucleotide phosphate
• beta-NADP+
• b-NADP
• 53-59-8
• BRN 3885115
• 112429-07-9
• 122985-21-1
• 12751-04-1
• 141442-04-8
• 144906-21-8
• 604-79-5
• TPN
• 3-Ethyl-benzhydrol
• Spectrum_001530
• Spectrum2_000023
• Spectrum4_000862
• Spectrum5_001481
• bmse000263
• KBioGR_001523
• KBioSS_002010
• DivK1c_000706
• SPBio_000085
• Murine transcription factor E3
• GTPL3045
• CHEMBL5079525
• Mating pheromone precursor Er 2
• BDBM11939
• CHEBI:18009
• KBio1_000706
• KBio2_002010
• KBio2_004578
• KBio2_007146
• NINDS_000706
• XJLXINKUBYWONI-NNYOXOHSSA-O
• DTXSID401102609
• IDI1_000706
• C00006
• Q26987754
• [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3-hydroxy-4-phosphonooxyoxolan-2-yl]methyl [[(2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
• 2'-O-phosphonoadenosine 5'-{3-[1-(3-carbamoylpyridinio)-1,4-anhydro-D-ribitol-5-yl] dihydrogen diphosphate}
• Adenosine 5'-(trihydrogen diphosphate), 2'-(dihydrogen phosphate), P'-->5'-ester with 3-(aminocarbonyl)-1-beta-D-ribofuranosylpyridinium

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7811	78.11%
Caco-2	-	0.8742	87.42%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3348	33.48%
OATP2B1 inhibitior	+	0.5716	57.16%
OATP1B1 inhibitior	+	0.9371	93.71%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6752	67.52%
P-glycoprotein inhibitior	+	0.7145	71.45%
P-glycoprotein substrate	+	0.5978	59.78%
CYP3A4 substrate	+	0.6607	66.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8864	88.64%
CYP2C9 inhibition	-	0.9165	91.65%
CYP2C19 inhibition	-	0.9032	90.32%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	-	0.8521	85.21%
CYP2C8 inhibition	+	0.6792	67.92%
CYP inhibitory promiscuity	-	0.9304	93.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5327	53.27%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9106	91.06%
Skin irritation	-	0.7613	76.13%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3594	35.94%
Micronuclear	+	1.0000	100.00%
Hepatotoxicity	+	0.5087	50.87%
skin sensitisation	-	0.8402	84.02%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7499	74.99%
Acute Oral Toxicity (c)	II	0.4623	46.23%
Estrogen receptor binding	+	0.7513	75.13%
Androgen receptor binding	+	0.7224	72.24%
Thyroid receptor binding	+	0.5604	56.04%
Glucocorticoid receptor binding	+	0.6510	65.10%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.7562	75.62%
Honey bee toxicity	-	0.7268	72.68%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	-	0.4088	40.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	96.28%	80.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.35%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.36%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	91.16%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.15%	99.23%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	87.76%	95.48%
CHEMBL3902	P09211	Glutathione S-transferase Pi	87.53%	93.81%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.06%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.01%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.28%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.75%	97.09%
CHEMBL2535	P11166	Glucose transporter	83.47%	98.75%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	82.53%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.18%	96.95%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.08%	88.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.26%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.17%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5886
• LOTUS: LTS0176917
• wikiData: Q26987754