N-[17-[1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide

Details

• Internal ID: 96cf19e7-a5b8-4b82-af70-9694ec21f714
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: N-[17-[1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide
• SMILES (Canonical): CC=C(C)C(=O)NC1CC2CCC3C4CCC(C4(CCC3C2(CC1O)C)C)C(C)N(C)C
• SMILES (Isomeric): CC=C(C)C(=O)NC1CC2CCC3C4CCC(C4(CCC3C2(CC1O)C)C)C(C)N(C)C
• InChI: InChI=1S/C28H48N2O2/c1-8-17(2)26(32)29-24-15-19-9-10-20-22-12-11-21(18(3)30(6)7)27(22,4)14-13-23(20)28(19,5)16-25(24)31/h8,18-25,31H,9-16H2,1-7H3,(H,29,32)
• InChI Key: XTJPZURRXMUWLD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈N₂O₂
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.37157878 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 5.02
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9830	98.30%
Caco-2	-	0.6654	66.54%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6267	62.67%
OATP2B1 inhibitior	-	0.7085	70.85%
OATP1B1 inhibitior	+	0.8087	80.87%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.8726	87.26%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7978	79.78%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5615	56.15%
CYP3A4 substrate	+	0.7544	75.44%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.7916	79.16%
CYP3A4 inhibition	-	0.5998	59.98%
CYP2C9 inhibition	-	0.6010	60.10%
CYP2C19 inhibition	-	0.6633	66.33%
CYP2D6 inhibition	-	0.8072	80.72%
CYP1A2 inhibition	-	0.8327	83.27%
CYP2C8 inhibition	-	0.7856	78.56%
CYP inhibitory promiscuity	-	0.7349	73.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5736	57.36%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9720	97.20%
Skin irritation	-	0.7217	72.17%
Skin corrosion	-	0.8765	87.65%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6637	66.37%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5221	52.21%
skin sensitisation	-	0.8397	83.97%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8882	88.82%
Acute Oral Toxicity (c)	III	0.5195	51.95%
Estrogen receptor binding	+	0.7996	79.96%
Androgen receptor binding	+	0.7294	72.94%
Thyroid receptor binding	+	0.6458	64.58%
Glucocorticoid receptor binding	+	0.6575	65.75%
Aromatase binding	+	0.6732	67.32%
PPAR gamma	+	0.6475	64.75%
Honey bee toxicity	-	0.6518	65.18%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9302	93.02%

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	98.48%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.78%	96.38%
CHEMBL284	P27487	Dipeptidyl peptidase IV	93.90%	95.69%
CHEMBL204	P00734	Thrombin	93.90%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.68%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	91.77%	91.19%
CHEMBL1871	P10275	Androgen Receptor	91.40%	96.43%
CHEMBL237	P41145	Kappa opioid receptor	89.75%	98.10%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.95%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.40%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.89%	95.93%
CHEMBL299	P17252	Protein kinase C alpha	87.09%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.05%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.92%	91.03%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.10%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.99%	95.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.69%	95.36%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.52%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	84.42%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.41%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.33%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.07%	93.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.40%	97.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.27%	95.58%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.26%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.06%	93.03%
CHEMBL2514	O95665	Neurotensin receptor 2	82.48%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.00%	89.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.63%	98.05%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.59%	91.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.47%	97.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.11%	85.11%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.01%	92.88%
CHEMBL2581	P07339	Cathepsin D	80.36%	98.95%

Plants that contains it

• Sarcococca ruscifolia

Cross-Links

• PubChem: 78145558
• LOTUS: LTS0119703
• wikiData: Q105341605