(1S,5R,7S)-7-(1H-Indol-3-ylmethyl)-8-methylene-6-isopropyl-6-azabicyclo[3.2.1]oct-3-ene

Details

• Internal ID: c4b608d1-7f72-493a-a5fc-9816614d9f00
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 3-[[(1S,5R,7S)-8-methylidene-6-propan-2-yl-6-azabicyclo[3.2.1]oct-3-en-7-yl]methyl]-1H-indole
• SMILES (Canonical): CC(C)N1C2C=CCC(C1CC3=CNC4=CC=CC=C43)C2=C
• SMILES (Isomeric): CC(C)N1[C@@H]2C=CC[C@H]([C@@H]1CC3=CNC4=CC=CC=C43)C2=C
• InChI: InChI=1S/C20H24N2/c1-13(2)22-19-10-6-8-16(14(19)3)20(22)11-15-12-21-18-9-5-4-7-17(15)18/h4-7,9-10,12-13,16,19-21H,3,8,11H2,1-2H3/t16-,19+,20-/m0/s1
• InChI Key: SMPYGFGFKJAEJW-DBVUQKKJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₂
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.193948774 g/mol
• Topological Polar Surface Area (TPSA): 19.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.8144	81.44%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4872	48.72%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.6954	69.54%
P-glycoprotein inhibitior	-	0.6489	64.89%
P-glycoprotein substrate	-	0.5821	58.21%
CYP3A4 substrate	+	0.6214	62.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5263	52.63%
CYP3A4 inhibition	+	0.7765	77.65%
CYP2C9 inhibition	-	0.5505	55.05%
CYP2C19 inhibition	+	0.5861	58.61%
CYP2D6 inhibition	+	0.6218	62.18%
CYP1A2 inhibition	+	0.6757	67.57%
CYP2C8 inhibition	-	0.7441	74.41%
CYP inhibitory promiscuity	+	0.9287	92.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5775	57.75%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9715	97.15%
Skin irritation	-	0.7457	74.57%
Skin corrosion	-	0.9018	90.18%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9616	96.16%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5287	52.87%
skin sensitisation	-	0.8075	80.75%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6696	66.96%
Acute Oral Toxicity (c)	III	0.6123	61.23%
Estrogen receptor binding	+	0.5315	53.15%
Androgen receptor binding	-	0.6799	67.99%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4649	46.49%
Aromatase binding	+	0.6545	65.45%
PPAR gamma	-	0.7338	73.38%
Honey bee toxicity	-	0.8496	84.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9954	99.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.73%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	96.76%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	95.73%	88.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.89%	93.99%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.54%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.42%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.24%	92.62%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	91.33%	90.71%
CHEMBL230	P35354	Cyclooxygenase-2	90.04%	89.63%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.97%	97.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.68%	83.10%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.01%	89.62%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.65%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.36%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	84.66%	97.79%
CHEMBL321	P14780	Matrix metalloproteinase 9	82.94%	92.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.94%	89.00%
CHEMBL1914	P06276	Butyrylcholinesterase	81.59%	95.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.53%	96.31%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.28%	97.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.12%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.11%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	80.55%	90.17%
CHEMBL3837	P07711	Cathepsin L	80.03%	96.61%

Plants that contains it

• Justicia procumbens

Cross-Links

• PubChem: 21587469
• NPASS: NPC221158