[(6aR,9S,10R,10aS)-7,9-dimethyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-10-yl] acetate

Details

• Internal ID: b9053674-bc78-4b4a-be01-7521f262b5f1
• Taxonomy: Alkaloids and derivatives > Ergoline and derivatives > Clavines and derivatives
• IUPAC Name: [(6aR,9S,10R,10aS)-7,9-dimethyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinolin-10-yl] acetate
• SMILES (Canonical): CC1CN(C2CC3=CNC4=CC=CC(=C34)C2C1OC(=O)C)C
• SMILES (Isomeric): C[C@H]1CN([C@@H]2CC3=CNC4=CC=CC(=C34)[C@@H]2[C@@H]1OC(=O)C)C
• InChI: InChI=1S/C18H22N2O2/c1-10-9-20(3)15-7-12-8-19-14-6-4-5-13(16(12)14)17(15)18(10)22-11(2)21/h4-6,8,10,15,17-19H,7,9H2,1-3H3/t10-,15+,17-,18+/m0/s1
• InChI Key: GJSSYQDXZLZOLR-ZGZIKQBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂N₂O₂
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.168127949 g/mol
• Topological Polar Surface Area (TPSA): 45.30 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 3
• 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	+	0.9817	98.17%
Caco-2	+	0.7096	70.96%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4966	49.66%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.6237	62.37%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7441	74.41%
P-glycoprotein inhibitior	-	0.8099	80.99%
P-glycoprotein substrate	+	0.5999	59.99%
CYP3A4 substrate	+	0.7019	70.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4234	42.34%
CYP3A4 inhibition	+	0.5892	58.92%
CYP2C9 inhibition	-	0.8762	87.62%
CYP2C19 inhibition	-	0.8550	85.50%
CYP2D6 inhibition	-	0.5140	51.40%
CYP1A2 inhibition	+	0.7202	72.02%
CYP2C8 inhibition	-	0.8823	88.23%
CYP inhibitory promiscuity	-	0.6852	68.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5984	59.84%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9830	98.30%
Skin irritation	-	0.7780	77.80%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	+	0.7363	73.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8557	85.57%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.7324	73.24%
skin sensitisation	-	0.9067	90.67%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6830	68.30%
Acute Oral Toxicity (c)	II	0.4503	45.03%
Estrogen receptor binding	-	0.7237	72.37%
Androgen receptor binding	-	0.5126	51.26%
Thyroid receptor binding	-	0.6552	65.52%
Glucocorticoid receptor binding	-	0.5713	57.13%
Aromatase binding	-	0.5570	55.70%
PPAR gamma	-	0.8032	80.32%
Honey bee toxicity	-	0.8227	82.27%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5005	50.05%
Fish aquatic toxicity	+	0.8902	89.02%

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	99.33%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.39%	83.82%
CHEMBL2581	P07339	Cathepsin D	96.88%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.45%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	91.25%	95.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.22%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.85%	97.25%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	90.38%	96.39%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.63%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.05%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.46%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.58%	93.03%
CHEMBL5028	O14672	ADAM10	80.37%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185243
• LOTUS: LTS0001879
• wikiData: Q105009550