methyl (1S,3R,4S,9S,11S,14S,15S,18R)-15-ethyl-17-methyl-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadecane-18-carboxylate

Details

• Internal ID: 6ccb4053-52a6-46d7-9c7f-90f90d2bbe32
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolines
• IUPAC Name: methyl (1S,3R,4S,9S,11S,14S,15S,18R)-15-ethyl-17-methyl-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadecane-18-carboxylate
• SMILES (Canonical): CCC1CN(C2CC3C4CCCCC4NC3C(=O)CC1C2C(=O)OC)C
• SMILES (Isomeric): CC[C@@H]1CN([C@H]2C[C@@H]3[C@@H]4CCCC[C@@H]4N[C@@H]3C(=O)C[C@@H]1[C@H]2C(=O)OC)C
• InChI: InChI=1S/C21H34N2O3/c1-4-12-11-23(2)17-9-15-13-7-5-6-8-16(13)22-20(15)18(24)10-14(12)19(17)21(25)26-3/h12-17,19-20,22H,4-11H2,1-3H3/t12-,13+,14+,15-,16+,17+,19-,20+/m1/s1
• InChI Key: SJBJYGYLCQECRD-DYAWGQFCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄N₂O₃
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.25694295 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 5
• 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	+	0.9561	95.61%
Caco-2	+	0.6980	69.80%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4865	48.65%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9072	90.72%
OATP1B3 inhibitior	+	0.9170	91.70%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6120	61.20%
P-glycoprotein inhibitior	-	0.6656	66.56%
P-glycoprotein substrate	+	0.7442	74.42%
CYP3A4 substrate	+	0.6332	63.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3486	34.86%
CYP3A4 inhibition	-	0.8999	89.99%
CYP2C9 inhibition	-	0.9069	90.69%
CYP2C19 inhibition	-	0.9364	93.64%
CYP2D6 inhibition	-	0.8508	85.08%
CYP1A2 inhibition	-	0.8755	87.55%
CYP2C8 inhibition	-	0.8737	87.37%
CYP inhibitory promiscuity	-	0.9215	92.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6653	66.53%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9549	95.49%
Skin irritation	-	0.8044	80.44%
Skin corrosion	-	0.9289	92.89%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6495	64.95%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9021	90.21%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5557	55.57%
Acute Oral Toxicity (c)	III	0.6220	62.20%
Estrogen receptor binding	+	0.6454	64.54%
Androgen receptor binding	+	0.7220	72.20%
Thyroid receptor binding	-	0.5218	52.18%
Glucocorticoid receptor binding	-	0.5288	52.88%
Aromatase binding	-	0.6394	63.94%
PPAR gamma	-	0.5337	53.37%
Honey bee toxicity	-	0.8274	82.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.6982	69.82%

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	99.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.32%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.31%	85.14%
CHEMBL238	Q01959	Dopamine transporter	91.94%	95.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.61%	94.45%
CHEMBL228	P31645	Serotonin transporter	91.47%	95.51%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.26%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.50%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.37%	96.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.85%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.57%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	84.47%	92.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.68%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.57%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.47%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.62%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.61%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.46%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	81.16%	98.59%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.21%	92.88%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.08%	94.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.03%	97.64%

Plants that contains it

• Crocus sativus
• Gardenia jasminoides

Cross-Links

• PubChem: 162996848
• LOTUS: LTS0153813
• wikiData: Q104973110