1-[(1S,2S,9S,11S,13R,17R)-11,14-dimethyl-6,14-diazapentacyclo[7.6.2.02,7.02,13.013,17]heptadec-7-en-6-yl]ethanone

Details

• Internal ID: 40cfe640-3d22-42b5-b8f8-844c8b33cbaf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1-[(1S,2S,9S,11S,13R,17R)-11,14-dimethyl-6,14-diazapentacyclo[7.6.2.02,7.02,13.013,17]heptadec-7-en-6-yl]ethanone
• SMILES (Canonical): CC1CC2C=C3C4(CCCN3C(=O)C)C5CC2C4(C1)N(C5)C
• SMILES (Isomeric): C[C@H]1C[C@H]2C=C3[C@]4(CCCN3C(=O)C)[C@@H]5C[C@H]2[C@@]4(C1)N(C5)C
• InChI: InChI=1S/C19H28N2O/c1-12-7-14-8-17-18(5-4-6-21(17)13(2)22)15-9-16(14)19(18,10-12)20(3)11-15/h8,12,14-16H,4-7,9-11H2,1-3H3/t12-,14-,15+,16+,18-,19+/m0/s1
• InChI Key: GCPLHZCFXPDKAS-RSDLCGCGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈N₂O
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.220163521 g/mol
• Topological Polar Surface Area (TPSA): 23.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9514	95.14%
Caco-2	+	0.8279	82.79%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.4472	44.72%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.8217	82.17%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7813	78.13%
P-glycoprotein inhibitior	-	0.8364	83.64%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6687	66.87%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.6606	66.06%
CYP3A4 inhibition	-	0.8006	80.06%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.8512	85.12%
CYP2D6 inhibition	-	0.8905	89.05%
CYP1A2 inhibition	-	0.8216	82.16%
CYP2C8 inhibition	-	0.8479	84.79%
CYP inhibitory promiscuity	-	0.8713	87.13%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6388	63.88%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.9651	96.51%
Skin irritation	-	0.7289	72.89%
Skin corrosion	-	0.8425	84.25%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5149	51.49%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8419	84.19%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7386	73.86%
Acute Oral Toxicity (c)	III	0.5350	53.50%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.7167	71.67%
Thyroid receptor binding	+	0.6262	62.62%
Glucocorticoid receptor binding	+	0.5533	55.33%
Aromatase binding	-	0.5728	57.28%
PPAR gamma	-	0.6795	67.95%
Honey bee toxicity	-	0.8185	81.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	0.8175	81.75%

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%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.34%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.53%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.18%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.59%	94.45%

Plants that contains it

• Austrolycopodium fastigiatum

Cross-Links

• PubChem: 163104087
• LOTUS: LTS0012991
• wikiData: Q105006397