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

Details

• Internal ID: 473b2a36-5b09-43ab-b3bd-e21f9a412766
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1R,3R,5S,6R)-8-methyl-6-(1-methylpyrrole-2-carbonyl)oxy-8-azabicyclo[3.2.1]octan-3-yl] 1-methylpyrrole-2-carboxylate
• SMILES (Canonical): CN1C=CC=C1C(=O)OC2CC3CC(C(C2)N3C)OC(=O)C4=CC=CN4C
• SMILES (Isomeric): CN1C=CC=C1C(=O)O[C@@H]2C[C@@H]3C[C@H]([C@H](C2)N3C)OC(=O)C4=CC=CN4C
• InChI: InChI=1S/C20H25N3O4/c1-21-8-4-6-15(21)19(24)26-14-10-13-11-18(17(12-14)23(13)3)27-20(25)16-7-5-9-22(16)2/h4-9,13-14,17-18H,10-12H2,1-3H3/t13-,14-,17+,18-/m1/s1
• InChI Key: VLUBVMQZRACLJZ-KJWYOANISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₅N₃O₄
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.18450629 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8792	87.92%
Caco-2	+	0.6477	64.77%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5614	56.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7662	76.62%
P-glycoprotein inhibitior	-	0.4667	46.67%
P-glycoprotein substrate	-	0.5894	58.94%
CYP3A4 substrate	+	0.5914	59.14%
CYP2C9 substrate	-	0.5873	58.73%
CYP2D6 substrate	-	0.6865	68.65%
CYP3A4 inhibition	-	0.9508	95.08%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	-	0.9008	90.08%
CYP2D6 inhibition	-	0.8237	82.37%
CYP1A2 inhibition	-	0.9110	91.10%
CYP2C8 inhibition	-	0.8873	88.73%
CYP inhibitory promiscuity	-	0.9391	93.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9307	93.07%
Carcinogenicity (trinary)	Non-required	0.6432	64.32%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9693	96.93%
Skin irritation	-	0.8241	82.41%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3858	38.58%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9128	91.28%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6643	66.43%
Acute Oral Toxicity (c)	III	0.6188	61.88%
Estrogen receptor binding	+	0.5486	54.86%
Androgen receptor binding	-	0.5191	51.91%
Thyroid receptor binding	-	0.4928	49.28%
Glucocorticoid receptor binding	-	0.5412	54.12%
Aromatase binding	+	0.5267	52.67%
PPAR gamma	-	0.5872	58.72%
Honey bee toxicity	-	0.8559	85.59%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.8620	86.20%

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	97.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	91.17%	100.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.55%	93.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.13%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.91%	94.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.82%	97.21%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.36%	97.53%
CHEMBL340	P08684	Cytochrome P450 3A4	81.08%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.01%	94.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10915662
• LOTUS: LTS0235778
• wikiData: Q105288697