(10R,16R,17S)-15-ethenyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8,13-pentaene

Details

• Internal ID: f47a1dd5-fdf5-4b4f-b65a-40a8019eed47
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: (10R,16R,17S)-15-ethenyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8,13-pentaene
• InChI: InChI=1S/C19H18N2O/c1-2-18-10-20-15-8-19(18)12-5-3-4-6-14(12)21-17(19)16-7-13(18)11(15)9-22-16/h2-6,10-11,13,15-16H,1,7-9H2/t11-,13+,15?,16?,18?,19-/m0/s1
• InChI Key: URHXGSWFPKWUHZ-LAPVKLKXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈N₂O
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.141913202 g/mol
• Topological Polar Surface Area (TPSA): 34.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	-	0.5600	56.00%
Blood Brain Barrier	+	0.8629	86.29%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5977	59.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9105	91.05%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6937	69.37%
P-glycoprotein inhibitior	-	0.8069	80.69%
P-glycoprotein substrate	-	0.5766	57.66%
CYP3A4 substrate	+	0.6154	61.54%
CYP2C9 substrate	-	0.5989	59.89%
CYP2D6 substrate	-	0.7420	74.20%
CYP3A4 inhibition	-	0.5819	58.19%
CYP2C9 inhibition	-	0.6559	65.59%
CYP2C19 inhibition	+	0.5530	55.30%
CYP2D6 inhibition	-	0.7742	77.42%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.7171	71.71%
CYP inhibitory promiscuity	+	0.7181	71.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6598	65.98%
Eye corrosion	-	0.9769	97.69%
Eye irritation	-	0.8693	86.93%
Skin irritation	-	0.7263	72.63%
Skin corrosion	-	0.8866	88.66%
Ames mutagenesis	+	0.6030	60.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.3818	38.18%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5235	52.35%
skin sensitisation	-	0.7627	76.27%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5523	55.23%
Acute Oral Toxicity (c)	III	0.6650	66.50%
Estrogen receptor binding	+	0.7566	75.66%
Androgen receptor binding	+	0.6947	69.47%
Thyroid receptor binding	+	0.6857	68.57%
Glucocorticoid receptor binding	-	0.5864	58.64%
Aromatase binding	+	0.5939	59.39%
PPAR gamma	+	0.5531	55.31%
Honey bee toxicity	-	0.6600	66.00%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.7585	75.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.32%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.40%	94.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.88%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.65%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.22%	97.09%
CHEMBL240	Q12809	HERG	84.54%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.28%	95.56%
CHEMBL3902	P09211	Glutathione S-transferase Pi	83.21%	93.81%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.65%	93.40%
CHEMBL3891	P07384	Calpain 1	80.04%	93.04%

Plants that contains it

• Gelsemium elegans

Cross-Links

• PubChem: 162818890
• LOTUS: LTS0263311
• wikiData: Q105277786