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

Details

• Internal ID: f2e3d295-f88d-4998-a4a2-d99c4b4e01f2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: N-[17-[1-(dimethylamino)ethyl]-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide
• SMILES (Canonical): CC=C(C)C(=O)NC1=CCC2(C3CCC4(C(C3CCC2C1=O)CCC4C(C)N(C)C)C)C
• SMILES (Isomeric): CC=C(C)C(=O)NC1=CCC2(C3CCC4(C(C3CCC2C1=O)CCC4C(C)N(C)C)C)C
• InChI: InChI=1S/C28H44N2O2/c1-8-17(2)26(32)29-24-14-16-28(5)22-13-15-27(4)20(18(3)30(6)7)11-12-21(27)19(22)9-10-23(28)25(24)31/h8,14,18-23H,9-13,15-16H2,1-7H3,(H,29,32)
• InChI Key: VWQAUBJBEMSAFZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₄N₂O₂
• Molecular Weight: 440.70 g/mol
• Exact Mass: 440.34027865 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.35
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.6278	62.78%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6519	65.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8506	85.06%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.6472	64.72%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9579	95.79%
P-glycoprotein inhibitior	+	0.7077	70.77%
P-glycoprotein substrate	-	0.5391	53.91%
CYP3A4 substrate	+	0.7158	71.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8079	80.79%
CYP3A4 inhibition	-	0.6114	61.14%
CYP2C9 inhibition	+	0.5110	51.10%
CYP2C19 inhibition	-	0.5329	53.29%
CYP2D6 inhibition	-	0.8625	86.25%
CYP1A2 inhibition	-	0.6861	68.61%
CYP2C8 inhibition	-	0.8442	84.42%
CYP inhibitory promiscuity	+	0.6295	62.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9620	96.20%
Carcinogenicity (trinary)	Non-required	0.5400	54.00%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9757	97.57%
Skin irritation	-	0.7353	73.53%
Skin corrosion	-	0.8848	88.48%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7716	77.16%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6399	63.99%
skin sensitisation	-	0.8218	82.18%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8848	88.48%
Acute Oral Toxicity (c)	III	0.5647	56.47%
Estrogen receptor binding	+	0.7819	78.19%
Androgen receptor binding	+	0.7771	77.71%
Thyroid receptor binding	+	0.6434	64.34%
Glucocorticoid receptor binding	+	0.7425	74.25%
Aromatase binding	+	0.7589	75.89%
PPAR gamma	+	0.6241	62.41%
Honey bee toxicity	-	0.8092	80.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9820	98.20%

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	97.87%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.64%	91.11%
CHEMBL1871	P10275	Androgen Receptor	93.18%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.32%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.25%	90.17%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.60%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.98%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.02%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.90%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.62%	94.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.27%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.15%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.77%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.33%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.08%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.38%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.77%	85.30%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.24%	96.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.48%	82.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.34%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.89%	95.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%

Plants that contains it

• Pachysandra axillaris
• Sarcococca hookeriana
• Sarcococca ruscifolia

Cross-Links

• PubChem: 75015169
• LOTUS: LTS0125286
• wikiData: Q104888538