(1R)-1-[(1R,10R,12S,15R,16R,17S)-13-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8-tetraen-15-yl]ethanol

Details

• Internal ID: ac0dab2f-27a6-48a9-bd0f-f474fb721a55
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: (1R)-1-[(1R,10R,12S,15R,16R,17S)-13-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8-tetraen-15-yl]ethanol
• SMILES (Canonical): CC(C12CN(C3CC14C5=CC=CC=C5N=C4C6CC2C3CO6)C)O
• SMILES (Isomeric): C[C@H]([C@@]12CN([C@H]3C[C@@]14C5=CC=CC=C5N=C4[C@H]6C[C@@H]2[C@@H]3CO6)C)O
• InChI: InChI=1S/C20H24N2O2/c1-11(23)20-10-22(2)16-8-19(20)13-5-3-4-6-15(13)21-18(19)17-7-14(20)12(16)9-24-17/h3-6,11-12,14,16-17,23H,7-10H2,1-2H3/t11-,12+,14-,16+,17-,19+,20-/m1/s1
• InChI Key: WWJBPXXKMPCCIZ-NBMDWUTRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₂O₂
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.183778013 g/mol
• Topological Polar Surface Area (TPSA): 45.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9247	92.47%
Caco-2	+	0.7031	70.31%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4097	40.97%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9820	98.20%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5714	57.14%
P-glycoprotein inhibitior	-	0.8889	88.89%
P-glycoprotein substrate	+	0.6190	61.90%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	+	0.4664	46.64%
CYP3A4 inhibition	-	0.8377	83.77%
CYP2C9 inhibition	-	0.8390	83.90%
CYP2C19 inhibition	-	0.7209	72.09%
CYP2D6 inhibition	-	0.6744	67.44%
CYP1A2 inhibition	-	0.8293	82.93%
CYP2C8 inhibition	-	0.7650	76.50%
CYP inhibitory promiscuity	-	0.9401	94.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6482	64.82%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9888	98.88%
Skin irritation	-	0.7941	79.41%
Skin corrosion	-	0.8904	89.04%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7532	75.32%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.6319	63.19%
skin sensitisation	-	0.8085	80.85%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8502	85.02%
Acute Oral Toxicity (c)	III	0.6104	61.04%
Estrogen receptor binding	+	0.5426	54.26%
Androgen receptor binding	+	0.6898	68.98%
Thyroid receptor binding	+	0.6587	65.87%
Glucocorticoid receptor binding	+	0.5781	57.81%
Aromatase binding	-	0.6770	67.70%
PPAR gamma	-	0.6156	61.56%
Honey bee toxicity	-	0.8218	82.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.4005	40.05%

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%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.90%	97.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	91.92%	100.00%
CHEMBL4208	P20618	Proteasome component C5	90.79%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.84%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.38%	82.69%
CHEMBL2581	P07339	Cathepsin D	86.61%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.20%	85.14%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 14488100
• LOTUS: LTS0142704
• wikiData: Q105314060