1-[(1S,4S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(3R,7S,10R,13R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propan-1-one

Details

• Internal ID: 7182ee51-fdc1-4a4c-ad02-c76a03f79395
• Taxonomy: Alkaloids and derivatives > Daphniphylline-type alkaloids
• IUPAC Name: 1-[(1S,4S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-[(3R,7S,10R,13R)-1-methyl-14-propan-2-yl-12-azapentacyclo[8.6.0.02,13.03,7.07,12]hexadecan-2-yl]propan-1-one
• SMILES (Canonical): CC(C)C1CCC2(C3CCC45CCCC4C2(C1N5C3)CCC(=O)C6(COC7(CCC6O7)C)C)C
• SMILES (Isomeric): CC(C)C1CCC2([C@H]3CC[C@@]45CCC[C@@H]4C2([C@@H]1N5C3)CCC(=O)[C@]6(CO[C@@]7(CCC6O7)C)C)C
• InChI: InChI=1S/C30H47NO3/c1-19(2)21-9-13-27(4)20-8-15-29-12-6-7-22(29)30(27,25(21)31(29)17-20)16-10-23(32)26(3)18-33-28(5)14-11-24(26)34-28/h19-22,24-25H,6-18H2,1-5H3/t20-,21?,22-,24?,25+,26+,27?,28-,29-,30?/m0/s1
• InChI Key: REKWVHVBDQXQLB-ZNPODFJCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₇NO₃
• Molecular Weight: 469.70 g/mol
• Exact Mass: 469.35559436 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9469	94.69%
Caco-2	-	0.5360	53.60%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5100	51.00%
OATP2B1 inhibitior	-	0.7238	72.38%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6030	60.30%
P-glycoprotein inhibitior	-	0.5230	52.30%
P-glycoprotein substrate	+	0.5473	54.73%
CYP3A4 substrate	+	0.6802	68.02%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.6571	65.71%
CYP3A4 inhibition	-	0.8838	88.38%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.7379	73.79%
CYP2D6 inhibition	-	0.8042	80.42%
CYP1A2 inhibition	-	0.7636	76.36%
CYP2C8 inhibition	+	0.4900	49.00%
CYP inhibitory promiscuity	-	0.8827	88.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6092	60.92%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8861	88.61%
Skin irritation	-	0.8185	81.85%
Skin corrosion	-	0.8648	86.48%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5307	53.07%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5916	59.16%
skin sensitisation	-	0.8067	80.67%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7023	70.23%
Acute Oral Toxicity (c)	III	0.7344	73.44%
Estrogen receptor binding	+	0.8210	82.10%
Androgen receptor binding	+	0.7643	76.43%
Thyroid receptor binding	+	0.5393	53.93%
Glucocorticoid receptor binding	+	0.7907	79.07%
Aromatase binding	+	0.7318	73.18%
PPAR gamma	+	0.6043	60.43%
Honey bee toxicity	-	0.7935	79.35%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8261	82.61%

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	97.70%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.26%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.25%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.70%	96.61%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	92.13%	89.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.18%	82.69%
CHEMBL2581	P07339	Cathepsin D	90.10%	98.95%
CHEMBL4072	P07858	Cathepsin B	89.57%	93.67%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.53%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.28%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.06%	96.47%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	89.03%	98.33%
CHEMBL4073	P09237	Matrix metalloproteinase 7	88.01%	97.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.35%	95.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.28%	97.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.10%	95.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.23%	98.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.20%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.02%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.86%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.54%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.44%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.93%	95.56%
CHEMBL259	P32245	Melanocortin receptor 4	82.39%	95.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.10%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.08%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.89%	89.50%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.77%	95.34%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.61%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.58%	99.23%
CHEMBL1871	P10275	Androgen Receptor	81.43%	96.43%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.39%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.74%	95.89%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.48%	99.17%

Plants that contains it

• Daphniphyllum calycinum
• Daphniphyllum pentandrum
• Daphniphyllum subverticillatum

Cross-Links

• PubChem: 138113965
• LOTUS: LTS0151400
• wikiData: Q104399777