(1S,2R,3R,4S,5R)-1-amino-8-azabicyclo[3.2.1]octane-2,3,4-triol

Details

• Internal ID: f07baaba-790c-424f-b603-096224e8039b
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: (1S,2R,3R,4S,5R)-1-amino-8-azabicyclo[3.2.1]octane-2,3,4-triol
• SMILES (Canonical): C1CC2(C(C(C(C1N2)O)O)O)N
• SMILES (Isomeric): C1C[C@]2([C@H]([C@@H]([C@H]([C@@H]1N2)O)O)O)N
• InChI: InChI=1S/C7H14N2O3/c8-7-2-1-3(9-7)4(10)5(11)6(7)12/h3-6,9-12H,1-2,8H2/t3-,4+,5-,6+,7+/m1/s1
• InChI Key: KBZOEWOSIUJWIO-UOYQFSTFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₄N₂O₃
• Molecular Weight: 174.20 g/mol
• Exact Mass: 174.10044231 g/mol
• Topological Polar Surface Area (TPSA): 98.70 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -2.51
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7674	76.74%
Caco-2	-	0.9674	96.74%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Nucleus	0.4321	43.21%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9751	97.51%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9502	95.02%
P-glycoprotein inhibitior	-	0.9766	97.66%
P-glycoprotein substrate	-	0.9083	90.83%
CYP3A4 substrate	-	0.6454	64.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7342	73.42%
CYP3A4 inhibition	-	0.9487	94.87%
CYP2C9 inhibition	-	0.8746	87.46%
CYP2C19 inhibition	-	0.8300	83.00%
CYP2D6 inhibition	-	0.9003	90.03%
CYP1A2 inhibition	-	0.8816	88.16%
CYP2C8 inhibition	-	0.9456	94.56%
CYP inhibitory promiscuity	-	0.9761	97.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9721	97.21%
Eye irritation	-	0.9672	96.72%
Skin irritation	-	0.7502	75.02%
Skin corrosion	-	0.8742	87.42%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6425	64.25%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5229	52.29%
skin sensitisation	-	0.8149	81.49%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6835	68.35%
Acute Oral Toxicity (c)	III	0.5138	51.38%
Estrogen receptor binding	-	0.8110	81.10%
Androgen receptor binding	-	0.7208	72.08%
Thyroid receptor binding	-	0.6978	69.78%
Glucocorticoid receptor binding	-	0.7363	73.63%
Aromatase binding	-	0.8560	85.60%
PPAR gamma	-	0.7061	70.61%
Honey bee toxicity	-	0.8017	80.17%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.08%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.96%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.94%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.59%	95.58%
CHEMBL1937	Q92769	Histone deacetylase 2	88.21%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.51%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.29%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.04%	92.94%

Plants that contains it

• Hyoscyamus albus
• Hyoscyamus niger

Cross-Links

• PubChem: 10844965
• LOTUS: LTS0025566
• wikiData: Q105138636