(3aS,4R,10aS)-2,6-diamino-4-(hydroxymethyl)-3a,4,8,9-tetrahydro-3H-pyrrolo[1,2-c]purine-10,10-diol

Details

• Internal ID: 5fc71df4-c841-413a-9daa-7be6c37700fc
• Taxonomy: Phenylpropanoids and polyketides > Saxitoxins, gonyautoxins, and derivatives
• IUPAC Name: (3aS,4R,10aS)-2,6-diamino-4-(hydroxymethyl)-3a,4,8,9-tetrahydro-3H-pyrrolo[1,2-c]purine-10,10-diol
• SMILES (Canonical): C1CN2C(=NC(C3C2(C1(O)O)N=C(N3)N)CO)N
• SMILES (Isomeric): C1CN2C(=N[C@H]([C@H]3[C@]2(C1(O)O)N=C(N3)N)CO)N
• InChI: InChI=1S/C9H16N6O3/c10-6-13-5-4(3-16)12-7(11)15-2-1-8(17,18)9(5,15)14-6/h4-5,16-18H,1-3H2,(H2,11,12)(H3,10,13,14)/t4-,5-,9-/m0/s1
• InChI Key: VRRIYZJUSNMZMP-PJPYAQQDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₆N₆O₃
• Molecular Weight: 256.26 g/mol
• Exact Mass: 256.12838839 g/mol
• Topological Polar Surface Area (TPSA): 153.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -3.95
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8771	87.71%
Caco-2	-	0.8178	81.78%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.6149	61.49%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8950	89.50%
P-glycoprotein inhibitior	-	0.9492	94.92%
P-glycoprotein substrate	+	0.5196	51.96%
CYP3A4 substrate	-	0.5393	53.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7302	73.02%
CYP3A4 inhibition	-	0.9849	98.49%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	-	0.8456	84.56%
CYP1A2 inhibition	-	0.8684	86.84%
CYP2C8 inhibition	-	0.8662	86.62%
CYP inhibitory promiscuity	-	0.9886	98.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.9722	97.22%
Skin irritation	-	0.7420	74.20%
Skin corrosion	-	0.9029	90.29%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.4378	43.78%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5272	52.72%
skin sensitisation	-	0.8184	81.84%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5054	50.54%
Acute Oral Toxicity (c)	III	0.3926	39.26%
Estrogen receptor binding	+	0.5545	55.45%
Androgen receptor binding	+	0.5963	59.63%
Thyroid receptor binding	+	0.6255	62.55%
Glucocorticoid receptor binding	+	0.6474	64.74%
Aromatase binding	-	0.5363	53.63%
PPAR gamma	+	0.6641	66.41%
Honey bee toxicity	-	0.8202	82.02%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.9918	99.18%

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	97.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.55%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.36%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.21%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	89.12%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	87.86%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.83%	97.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.75%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.38%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.75%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24941628
• LOTUS: LTS0136540
• wikiData: Q27277104