N(1)-methyl-cGMP

Details

• Internal ID: a080f548-9998-407f-906d-3a73949520de
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleotides > Cyclic purine nucleotides > 3,5-cyclic purine nucleotides
• IUPAC Name: 9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-1-methylpurin-6-one
• SMILES (Canonical): CN1C(=O)C2=C(N=C1N)N(C=N2)C3C(C4C(O3)COP(=O)(O4)O)O
• SMILES (Isomeric): CN1C(=O)C2=C(N=C1N)N(C=N2)[C@H]3[C@@H]([C@H]4[C@H](O3)COP(=O)(O4)O)O
• InChI: InChI=1S/C11H14N5O7P/c1-15-9(18)5-8(14-11(15)12)16(3-13-5)10-6(17)7-4(22-10)2-21-24(19,20)23-7/h3-4,6-7,10,17H,2H2,1H3,(H2,12,14)(H,19,20)/t4-,6-,7-,10-/m1/s1
• InChI Key: FBEZEINIPFPIME-KQYNXXCUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₅O₇P
• Molecular Weight: 359.23 g/mol
• Exact Mass: 359.06308480 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: -3.20
• Atomic LogP (AlogP): -1.51
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 1-methyl-cGMP
• 1-methyl-cyclic-GMP
• 1-Me-cGMP
• N(1)-methyl-cyclic GMP
• 78033-41-7
• 1-methyl-3',5'-cyclic-GMP
• SCHEMBL23920881
• CHEBI:84632
• DTXSID001204033
• 1-methylguanosine 3',5'-cyclic monophosphate
• 1-methylguanosine 3',5'-(hydrogen phosphate)
• Q27157947
• Guanosine, 1-methyl-, cyclic 3',5'-(hydrogen phosphate)
• 2-amino-9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxotetrahydro-2H,4H-2lambda(5)-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-1-methyl-1,9-dihydro-6H-purin-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8049	80.49%
Caco-2	-	0.8977	89.77%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5321	53.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9360	93.60%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8624	86.24%
P-glycoprotein inhibitior	-	0.8035	80.35%
P-glycoprotein substrate	+	0.5052	50.52%
CYP3A4 substrate	+	0.5905	59.05%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.9321	93.21%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.8890	88.90%
CYP2D6 inhibition	-	0.9086	90.86%
CYP1A2 inhibition	-	0.8342	83.42%
CYP2C8 inhibition	-	0.8072	80.72%
CYP inhibitory promiscuity	-	0.9812	98.12%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.4931	49.31%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9778	97.78%
Skin irritation	-	0.7838	78.38%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.8598	85.98%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.5855	58.55%
skin sensitisation	-	0.8650	86.50%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6686	66.86%
Acute Oral Toxicity (c)	III	0.5710	57.10%
Estrogen receptor binding	+	0.7755	77.55%
Androgen receptor binding	-	0.6354	63.54%
Thyroid receptor binding	-	0.4883	48.83%
Glucocorticoid receptor binding	-	0.4736	47.36%
Aromatase binding	+	0.7538	75.38%
PPAR gamma	+	0.7338	73.38%
Honey bee toxicity	-	0.8319	83.19%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4469	44.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	95.83%	95.48%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.10%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.41%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.19%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.05%	95.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	89.05%	98.46%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	89.04%	92.38%
CHEMBL1951	P21397	Monoamine oxidase A	88.90%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	87.38%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	87.15%	94.73%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	87.01%	80.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.98%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.67%	85.14%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.56%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.06%	86.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.56%	93.10%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	85.56%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.77%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.75%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%

Plants that contains it

• Pelargonium sidoides

Cross-Links

• PubChem: 44755113
• LOTUS: LTS0123889
• wikiData: Q27157947