[(1S,3R,5S,6R)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 1-methylpyrrole-2-carboxylate

Details

• Internal ID: 6abb96fe-e1d5-4570-9c92-dd2e4b738a67
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1S,3R,5S,6R)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 1-methylpyrrole-2-carboxylate
• SMILES (Canonical): CN1C=CC=C1C(=O)OC2CC3CC(C(C2)N3C)O
• SMILES (Isomeric): CN1C=CC=C1C(=O)O[C@@H]2C[C@@H]3C[C@H]([C@H](C2)N3C)O
• InChI: InChI=1S/C14H20N2O3/c1-15-5-3-4-11(15)14(18)19-10-6-9-7-13(17)12(8-10)16(9)2/h3-5,9-10,12-13,17H,6-8H2,1-2H3/t9-,10-,12+,13-/m1/s1
• InChI Key: DSROHVBJGNYHNV-VCDKRKBESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀N₂O₃
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.14739250 g/mol
• Topological Polar Surface Area (TPSA): 54.70 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.78
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9501	95.01%
Caco-2	+	0.8202	82.02%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5586	55.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9217	92.17%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9130	91.30%
P-glycoprotein inhibitior	-	0.9527	95.27%
P-glycoprotein substrate	-	0.5907	59.07%
CYP3A4 substrate	+	0.5743	57.43%
CYP2C9 substrate	-	0.7838	78.38%
CYP2D6 substrate	-	0.6782	67.82%
CYP3A4 inhibition	-	0.9722	97.22%
CYP2C9 inhibition	-	0.9375	93.75%
CYP2C19 inhibition	-	0.8972	89.72%
CYP2D6 inhibition	-	0.8326	83.26%
CYP1A2 inhibition	-	0.8872	88.72%
CYP2C8 inhibition	-	0.9198	91.98%
CYP inhibitory promiscuity	-	0.9532	95.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6743	67.43%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9890	98.90%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9514	95.14%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5462	54.62%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8889	88.89%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7693	76.93%
Acute Oral Toxicity (c)	III	0.5410	54.10%
Estrogen receptor binding	-	0.7105	71.05%
Androgen receptor binding	-	0.6402	64.02%
Thyroid receptor binding	-	0.5397	53.97%
Glucocorticoid receptor binding	-	0.7301	73.01%
Aromatase binding	-	0.6576	65.76%
PPAR gamma	-	0.6076	60.76%
Honey bee toxicity	-	0.8685	86.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.4685	46.85%

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	98.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.97%	98.95%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	89.95%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.97%	97.21%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.86%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.76%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.28%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.99%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.26%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.59%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11708732
• LOTUS: LTS0088050
• wikiData: Q104987977