[(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-3H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate

Details

• Internal ID: 46896547-e057-4d9a-a606-c14a16586578
• Taxonomy: Phenylpropanoids and polyketides > Saxitoxins, gonyautoxins, and derivatives
• IUPAC Name: [(3aS,4R,10aS)-2,6-diamino-10,10-dihydroxy-3a,4,8,9-tetrahydro-3H-pyrrolo[1,2-c]purin-4-yl]methyl carbamate
• SMILES (Canonical): C1CN2C(=NC(C3C2(C1(O)O)N=C(N3)N)COC(=O)N)N
• SMILES (Isomeric): C1CN2C(=N[C@H]([C@H]3[C@]2(C1(O)O)N=C(N3)N)COC(=O)N)N
• InChI: InChI=1S/C10H17N7O4/c11-6-15-5-4(3-21-8(13)18)14-7(12)17-2-1-9(19,20)10(5,17)16-6/h4-5,19-20H,1-3H2,(H2,12,14)(H2,13,18)(H3,11,15,16)/t4-,5-,10-/m0/s1
• InChI Key: RPQXVSUAYFXFJA-HGRQIUPRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₇N₇O₄
• Molecular Weight: 299.29 g/mol
• Exact Mass: 299.13420205 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -3.85
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7833	78.33%
Caco-2	-	0.7812	78.12%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5310	53.10%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7758	77.58%
P-glycoprotein inhibitior	-	0.9002	90.02%
P-glycoprotein substrate	+	0.5363	53.63%
CYP3A4 substrate	+	0.5498	54.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7201	72.01%
CYP3A4 inhibition	-	0.9744	97.44%
CYP2C9 inhibition	-	0.8828	88.28%
CYP2C19 inhibition	-	0.8546	85.46%
CYP2D6 inhibition	-	0.8607	86.07%
CYP1A2 inhibition	-	0.8258	82.58%
CYP2C8 inhibition	-	0.7906	79.06%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6227	62.27%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9832	98.32%
Skin irritation	-	0.7530	75.30%
Skin corrosion	-	0.9202	92.02%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6896	68.96%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8247	82.47%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5755	57.55%
Acute Oral Toxicity (c)	I	0.8120	81.20%
Estrogen receptor binding	+	0.7253	72.53%
Androgen receptor binding	+	0.5741	57.41%
Thyroid receptor binding	+	0.7471	74.71%
Glucocorticoid receptor binding	+	0.6770	67.70%
Aromatase binding	+	0.5612	56.12%
PPAR gamma	+	0.7610	76.10%
Honey bee toxicity	-	0.8301	83.01%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.9425	94.25%

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	99.16%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.35%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.97%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.86%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.37%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.10%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.46%	96.90%
CHEMBL233	P35372	Mu opioid receptor	84.17%	97.93%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.78%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.60%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.16%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 37165
• LOTUS: LTS0102126
• wikiData: Q412694