N-[(1S)-1-[(6R,7S,10S,11R,14R,15R,20S)-6,10,15,19-tetramethyl-17-oxa-19-azapentacyclo[12.8.0.03,11.06,10.015,20]docosa-1,3-dien-7-yl]ethyl]formamide

Details

• Internal ID: acad7f2b-f4f1-4c5c-a120-b97a7b6d70eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: N-[(1S)-1-[(6R,7S,10S,11R,14R,15R,20S)-6,10,15,19-tetramethyl-17-oxa-19-azapentacyclo[12.8.0.03,11.06,10.015,20]docosa-1,3-dien-7-yl]ethyl]formamide
• SMILES (Canonical): CC(C1CCC2(C1(CC=C3C2CCC4C(=C3)CCC5C4(COCN5C)C)C)C)NC=O
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC=C3[C@H]2CC[C@@H]4C(=C3)CC[C@H]5[C@@]4(COCN5C)C)C)C)NC=O
• InChI: InChI=1S/C27H42N2O2/c1-18(28-16-30)21-11-13-27(4)23-8-7-22-19(14-20(23)10-12-26(21,27)3)6-9-24-25(22,2)15-31-17-29(24)5/h10,14,16,18,21-24H,6-9,11-13,15,17H2,1-5H3,(H,28,30)/t18-,21+,22+,23+,24-,25+,26+,27-/m0/s1
• InChI Key: YWURLTOLHCNEKH-NFJXPMKSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂N₂O₂
• Molecular Weight: 426.60 g/mol
• Exact Mass: 426.324628587 g/mol
• Topological Polar Surface Area (TPSA): 41.60 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.91
• H-Bond Acceptor: 3
• 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	+	0.9694	96.94%
Caco-2	+	0.5604	56.04%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4821	48.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8168	81.68%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.8686	86.86%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.8837	88.37%
P-glycoprotein inhibitior	-	0.4357	43.57%
P-glycoprotein substrate	+	0.5584	55.84%
CYP3A4 substrate	+	0.6700	67.00%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.6632	66.32%
CYP2C9 inhibition	-	0.7940	79.40%
CYP2C19 inhibition	-	0.8231	82.31%
CYP2D6 inhibition	-	0.7937	79.37%
CYP1A2 inhibition	-	0.7348	73.48%
CYP2C8 inhibition	+	0.4456	44.56%
CYP inhibitory promiscuity	-	0.9411	94.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.9889	98.89%
Skin irritation	-	0.7449	74.49%
Skin corrosion	-	0.8861	88.61%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7886	78.86%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8039	80.39%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6324	63.24%
Acute Oral Toxicity (c)	III	0.5237	52.37%
Estrogen receptor binding	+	0.8351	83.51%
Androgen receptor binding	+	0.7367	73.67%
Thyroid receptor binding	+	0.6452	64.52%
Glucocorticoid receptor binding	+	0.7750	77.50%
Aromatase binding	+	0.6720	67.20%
PPAR gamma	+	0.5762	57.62%
Honey bee toxicity	-	0.7040	70.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9240	92.40%

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	96.69%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.46%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.86%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.44%	96.77%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.04%	90.71%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.65%	95.89%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	88.57%	85.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.92%	91.07%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.08%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.74%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.09%	91.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.03%	97.14%
CHEMBL5028	O14672	ADAM10	84.96%	97.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.39%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.39%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.50%	80.96%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.20%	91.11%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.95%	88.81%
CHEMBL268	P43235	Cathepsin K	80.18%	96.85%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.00%	95.52%

Plants that contains it

• Buxus papillosa

Cross-Links

• PubChem: 162911839
• LOTUS: LTS0266711
• wikiData: Q104888236