[(2R,3R,8S,11S,12R,15R,16S)-3-ethyl-16-methyl-1-azapentacyclo[9.6.1.02,15.03,12.04,8]octadec-4-en-12-yl]methanol

Details

• Internal ID: a6d56d85-96f6-451c-8d09-3d1b4a976417
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: [(2R,3R,8S,11S,12R,15R,16S)-3-ethyl-16-methyl-1-azapentacyclo[9.6.1.02,15.03,12.04,8]octadec-4-en-12-yl]methanol
• SMILES (Canonical): CCC12C3C4CCC1(C(CCC5C2=CCC5)CN3CC4C)CO
• SMILES (Isomeric): CC[C@]12[C@H]3[C@@H]4CC[C@]1([C@H](CC[C@H]5C2=CCC5)CN3C[C@H]4C)CO
• InChI: InChI=1S/C21H33NO/c1-3-21-18-6-4-5-15(18)7-8-16-12-22-11-14(2)17(19(21)22)9-10-20(16,21)13-23/h6,14-17,19,23H,3-5,7-13H2,1-2H3/t14-,15+,16-,17-,19-,20-,21+/m1/s1
• InChI Key: DQKVBFCSCAHFLK-COYTVDRQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₃NO
• Molecular Weight: 315.50 g/mol
• Exact Mass: 315.256214676 g/mol
• Topological Polar Surface Area (TPSA): 23.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.85
• H-Bond Acceptor: 2
• 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	+	0.9765	97.65%
Caco-2	+	0.8618	86.18%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4470	44.70%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5753	57.53%
P-glycoprotein inhibitior	-	0.9206	92.06%
P-glycoprotein substrate	-	0.5178	51.78%
CYP3A4 substrate	+	0.5760	57.60%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	+	0.5186	51.86%
CYP3A4 inhibition	-	0.5988	59.88%
CYP2C9 inhibition	-	0.7756	77.56%
CYP2C19 inhibition	-	0.7981	79.81%
CYP2D6 inhibition	-	0.5994	59.94%
CYP1A2 inhibition	-	0.7797	77.97%
CYP2C8 inhibition	-	0.6669	66.69%
CYP inhibitory promiscuity	-	0.6719	67.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6199	61.99%
Eye corrosion	-	0.9715	97.15%
Eye irritation	-	0.9833	98.33%
Skin irritation	-	0.7362	73.62%
Skin corrosion	-	0.8240	82.40%
Ames mutagenesis	-	0.6078	60.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7261	72.61%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7813	78.13%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8083	80.83%
Acute Oral Toxicity (c)	III	0.6283	62.83%
Estrogen receptor binding	+	0.6530	65.30%
Androgen receptor binding	+	0.7081	70.81%
Thyroid receptor binding	+	0.7100	71.00%
Glucocorticoid receptor binding	+	0.7374	73.74%
Aromatase binding	-	0.5681	56.81%
PPAR gamma	-	0.7064	70.64%
Honey bee toxicity	-	0.9154	91.54%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9444	94.44%

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	98.73%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.04%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.21%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.72%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.44%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.82%	82.69%
CHEMBL4072	P07858	Cathepsin B	84.32%	93.67%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.12%	93.40%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.33%	94.78%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.89%	98.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.52%	96.77%

Plants that contains it

• Daphniphyllum calycinum

Cross-Links

• PubChem: 162878741
• LOTUS: LTS0193627
• wikiData: Q104987005