N-[(2R,3R,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-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]-3-methylbut-2-enamide

Details

• Internal ID: 73112a3d-c6cc-45d3-a7f1-8595329be76a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: N-[(2R,3R,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-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]-3-methylbut-2-enamide
• SMILES (Canonical): CC(C1CCC2C1(CCC3C2CCC4C3(CC(C(C4)NC(=O)C=C(C)C)O)C)C)N(C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(C[C@H]([C@@H](C4)NC(=O)C=C(C)C)O)C)C)N(C)C
• InChI: InChI=1S/C28H48N2O2/c1-17(2)14-26(32)29-24-15-19-8-9-20-22-11-10-21(18(3)30(6)7)27(22,4)13-12-23(20)28(19,5)16-25(24)31/h14,18-25,31H,8-13,15-16H2,1-7H3,(H,29,32)/t18-,19-,20-,21+,22-,23-,24+,25+,27+,28-/m0/s1
• InChI Key: NNCXWVUZKIDBPI-WKHHRFKGSA-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: 6.40
• 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	-	0.6980	69.80%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6267	62.67%
OATP2B1 inhibitior	-	0.7104	71.04%
OATP1B1 inhibitior	+	0.8194	81.94%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.8726	87.26%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8363	83.63%
P-glycoprotein inhibitior	-	0.5228	52.28%
P-glycoprotein substrate	+	0.5990	59.90%
CYP3A4 substrate	+	0.7483	74.83%
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	-	0.7882	78.82%
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	-	0.9728	97.28%
Skin irritation	-	0.7217	72.17%
Skin corrosion	-	0.8765	87.65%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6615	66.15%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5020	50.20%
skin sensitisation	-	0.8397	83.97%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8482	84.82%
Acute Oral Toxicity (c)	III	0.5195	51.95%
Estrogen receptor binding	+	0.8345	83.45%
Androgen receptor binding	+	0.7361	73.61%
Thyroid receptor binding	+	0.6446	64.46%
Glucocorticoid receptor binding	+	0.6860	68.60%
Aromatase binding	+	0.7569	75.69%
PPAR gamma	+	0.6701	67.01%
Honey bee toxicity	-	0.6512	65.12%
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%
CHEMBL204	P00734	Thrombin	98.28%	96.01%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.27%	96.38%
CHEMBL237	P41145	Kappa opioid receptor	91.25%	98.10%
CHEMBL299	P17252	Protein kinase C alpha	91.00%	98.03%
CHEMBL340	P08684	Cytochrome P450 3A4	90.79%	91.19%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.72%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.54%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.69%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.30%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.13%	94.45%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.25%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.13%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.03%	85.30%
CHEMBL236	P41143	Delta opioid receptor	85.86%	99.35%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.51%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.44%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.16%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.97%	95.93%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.85%	95.36%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.43%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.32%	93.00%
CHEMBL268	P43235	Cathepsin K	83.90%	96.85%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.92%	93.03%
CHEMBL2514	O95665	Neurotensin receptor 2	82.33%	100.00%
CHEMBL1871	P10275	Androgen Receptor	82.18%	96.43%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.15%	85.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.09%	98.75%
CHEMBL2581	P07339	Cathepsin D	81.71%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.96%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.59%	95.64%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.46%	95.58%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.44%	97.14%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.33%	99.00%
CHEMBL5028	O14672	ADAM10	80.11%	97.50%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	80.10%	80.96%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.01%	93.04%

Plants that contains it

• Arisaema tortuosum subsp. tortuosum
• Pachysandra axillaris

Cross-Links

• PubChem: 46939246
• NPASS: NPC205951
• LOTUS: LTS0156919
• wikiData: Q105182071