N-[(2R,3R,4R,7R)-4-ethenyl-4,8,8-trimethyl-14-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine

Details

• Internal ID: ae9e95e2-5438-48b5-9751-5f81b1a4a6b0
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: N-[(2R,3R,4R,7R)-4-ethenyl-4,8,8-trimethyl-14-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),9(16),10,12-tetraen-3-yl]methanimine
• SMILES (Canonical): CC1(C2CCC(C(C2C3=CNC4=CC=CC1=C43)N=C)(C)C=C)C
• SMILES (Isomeric): C[C@@]1(CC[C@@H]2[C@@H]([C@H]1N=C)C3=CNC4=CC=CC(=C43)C2(C)C)C=C
• InChI: InChI=1S/C21H26N2/c1-6-21(4)11-10-15-18(19(21)22-5)13-12-23-16-9-7-8-14(17(13)16)20(15,2)3/h6-9,12,15,18-19,23H,1,5,10-11H2,2-4H3/t15-,18+,19-,21+/m1/s1
• InChI Key: CNYKHMCKXJOMHI-LKRGOLFISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.209598838 g/mol
• Topological Polar Surface Area (TPSA): 28.20 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 1
• 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	+	0.9906	99.06%
Caco-2	+	0.5496	54.96%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.3515	35.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5760	57.60%
P-glycoprotein inhibitior	-	0.7882	78.82%
P-glycoprotein substrate	-	0.6260	62.60%
CYP3A4 substrate	+	0.6632	66.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7004	70.04%
CYP3A4 inhibition	+	0.6323	63.23%
CYP2C9 inhibition	-	0.6142	61.42%
CYP2C19 inhibition	+	0.6228	62.28%
CYP2D6 inhibition	-	0.7370	73.70%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.6665	66.65%
CYP inhibitory promiscuity	+	0.8831	88.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.4665	46.65%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9609	96.09%
Skin irritation	-	0.6638	66.38%
Skin corrosion	-	0.8525	85.25%
Ames mutagenesis	+	0.5830	58.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7884	78.84%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5113	51.13%
skin sensitisation	-	0.5564	55.64%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5990	59.90%
Acute Oral Toxicity (c)	III	0.5832	58.32%
Estrogen receptor binding	+	0.6428	64.28%
Androgen receptor binding	+	0.6437	64.37%
Thyroid receptor binding	+	0.6694	66.94%
Glucocorticoid receptor binding	+	0.5418	54.18%
Aromatase binding	+	0.5304	53.04%
PPAR gamma	+	0.5401	54.01%
Honey bee toxicity	-	0.8367	83.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9939	99.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	97.31%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.74%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.35%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.33%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.65%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.29%	97.25%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.18%	85.30%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.66%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.47%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.01%	88.56%
CHEMBL228	P31645	Serotonin transporter	87.49%	95.51%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.55%	96.39%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.27%	93.03%
CHEMBL238	Q01959	Dopamine transporter	86.07%	95.88%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.10%	80.96%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.67%	90.24%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.00%	93.99%
CHEMBL1902	P62942	FK506-binding protein 1A	82.63%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.12%	89.00%
CHEMBL222	P23975	Norepinephrine transporter	81.13%	96.06%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.95%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.88%	94.62%
CHEMBL5028	O14672	ADAM10	80.18%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10063772
• LOTUS: LTS0222003
• wikiData: Q104966442