[(1R,3R,5S,6R,7S)-6-hydroxy-8-methyl-7-(1H-pyrrole-2-carbonyloxy)-8-azabicyclo[3.2.1]octan-3-yl] 1-methylpyrrole-2-carboxylate

Details

• Internal ID: 1f9defdf-1606-43ed-b418-6357949f89d4
• Taxonomy: Alkaloids and derivatives > Tropane alkaloids
• IUPAC Name: [(1R,3R,5S,6R,7S)-6-hydroxy-8-methyl-7-(1H-pyrrole-2-carbonyloxy)-8-azabicyclo[3.2.1]octan-3-yl] 1-methylpyrrole-2-carboxylate
• InChI: InChI=1S/C19H23N3O5/c1-21-8-4-6-13(21)19(25)26-11-9-14-16(23)17(15(10-11)22(14)2)27-18(24)12-5-3-7-20-12/h3-8,11,14-17,20,23H,9-10H2,1-2H3/t11-,14+,15-,16-,17+/m1/s1
• InChI Key: RJIOYVYRNVCWLC-WTBGCVQCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₃N₃O₅
• Molecular Weight: 373.40 g/mol
• Exact Mass: 373.16377084 g/mol
• Topological Polar Surface Area (TPSA): 96.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6176	61.76%
Caco-2	+	0.5096	50.96%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5408	54.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9034	90.34%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7148	71.48%
P-glycoprotein inhibitior	-	0.6471	64.71%
P-glycoprotein substrate	-	0.5145	51.45%
CYP3A4 substrate	+	0.6238	62.38%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.6853	68.53%
CYP3A4 inhibition	-	0.9913	99.13%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	-	0.9062	90.62%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	-	0.8932	89.32%
CYP2C8 inhibition	-	0.7726	77.26%
CYP inhibitory promiscuity	-	0.9717	97.17%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9607	96.07%
Carcinogenicity (trinary)	Non-required	0.6427	64.27%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9814	98.14%
Skin irritation	-	0.8041	80.41%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4036	40.36%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9051	90.51%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.8671	86.71%
Acute Oral Toxicity (c)	III	0.5802	58.02%
Estrogen receptor binding	-	0.4881	48.81%
Androgen receptor binding	-	0.5406	54.06%
Thyroid receptor binding	-	0.5124	51.24%
Glucocorticoid receptor binding	-	0.4778	47.78%
Aromatase binding	-	0.5426	54.26%
PPAR gamma	-	0.6148	61.48%
Honey bee toxicity	-	0.8164	81.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.6447	64.47%

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	99.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.79%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.84%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.59%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.63%	93.03%
CHEMBL4208	P20618	Proteasome component C5	83.03%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.67%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.82%	89.00%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	80.90%	100.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.31%	93.65%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101242736
• LOTUS: LTS0040967
• wikiData: Q105237496