(E)-N-[(2S,3S,4R)-17-[1-(dimethylamino)ethyl]-2,4-dihydroxy-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: 1615118f-ff7f-4a5e-a68d-1c6b25d1fa47
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: (E)-N-[(2S,3S,4R)-17-[1-(dimethylamino)ethyl]-2,4-dihydroxy-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)NC1C(CC2(C(C1O)CCC3C2CCC4(C3CCC4C(C)N(C)C)C)C)O
• SMILES (Isomeric): C/C=C(\C)/C(=O)N[C@H]1[C@H](CC2(C([C@H]1O)CCC3C2CCC4(C3CCC4C(C)N(C)C)C)C)O
• InChI: InChI=1S/C28H48N2O3/c1-8-16(2)26(33)29-24-23(31)15-28(5)21-13-14-27(4)19(17(3)30(6)7)11-12-20(27)18(21)9-10-22(28)25(24)32/h8,17-25,31-32H,9-15H2,1-7H3,(H,29,33)/b16-8+/t17?,18?,19?,20?,21?,22?,23-,24-,25+,27?,28?/m0/s1
• InChI Key: DYGGJZQCTQNOMK-VLBQUPBISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈N₂O₃
• Molecular Weight: 460.70 g/mol
• Exact Mass: 460.36649340 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9670	96.70%
Caco-2	-	0.7086	70.86%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6510	65.10%
OATP2B1 inhibitior	-	0.7101	71.01%
OATP1B1 inhibitior	+	0.8540	85.40%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.8726	87.26%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7619	76.19%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5225	52.25%
CYP3A4 substrate	+	0.7356	73.56%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.7916	79.16%
CYP3A4 inhibition	-	0.7730	77.30%
CYP2C9 inhibition	-	0.6445	64.45%
CYP2C19 inhibition	-	0.6997	69.97%
CYP2D6 inhibition	-	0.8534	85.34%
CYP1A2 inhibition	-	0.7721	77.21%
CYP2C8 inhibition	-	0.8299	82.99%
CYP inhibitory promiscuity	-	0.7672	76.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5921	59.21%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9579	95.79%
Skin irritation	-	0.7298	72.98%
Skin corrosion	-	0.9026	90.26%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3629	36.29%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5524	55.24%
skin sensitisation	-	0.8418	84.18%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7779	77.79%
Acute Oral Toxicity (c)	III	0.5244	52.44%
Estrogen receptor binding	+	0.7438	74.38%
Androgen receptor binding	+	0.6823	68.23%
Thyroid receptor binding	+	0.6341	63.41%
Glucocorticoid receptor binding	+	0.6138	61.38%
Aromatase binding	+	0.6686	66.86%
PPAR gamma	+	0.6147	61.47%
Honey bee toxicity	-	0.6551	65.51%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9474	94.74%

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	98.23%	96.09%
CHEMBL204	P00734	Thrombin	94.15%	96.01%
CHEMBL221	P23219	Cyclooxygenase-1	93.10%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.62%	97.25%
CHEMBL1871	P10275	Androgen Receptor	92.18%	96.43%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	92.08%	97.47%
CHEMBL237	P41145	Kappa opioid receptor	92.06%	98.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.84%	91.11%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	91.69%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	90.67%	95.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.78%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.97%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.08%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	87.85%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.83%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.83%	90.71%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	87.29%	95.71%
CHEMBL2581	P07339	Cathepsin D	87.19%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.84%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.41%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.30%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.30%	93.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.74%	85.31%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.10%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.88%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.63%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.27%	95.64%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	82.16%	97.50%
CHEMBL236	P41143	Delta opioid receptor	81.71%	99.35%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.70%	93.03%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	81.04%	88.81%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.81%	85.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.21%	82.69%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.10%	95.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5321126
• NPASS: NPC122601