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

Details

• Internal ID: 129ff7dc-ae8e-44a8-b150-3cd6d16c52f5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: N-[17-[1-(dimethylamino)ethyl]-2-hydroxy-10,13-dimethyl-2,3,6,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide
• SMILES (Canonical): CC=C(C)C(=O)NC1C=C2CCC3C4CCC(C4(CCC3C2(CC1O)C)C)C(C)N(C)C
• SMILES (Isomeric): CC=C(C)C(=O)NC1C=C2CCC3C4CCC(C4(CCC3C2(CC1O)C)C)C(C)N(C)C
• InChI: InChI=1S/C28H46N2O2/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/h8,15,18,20-25,31H,9-14,16H2,1-7H3,(H,29,32)
• InChI Key: HPMZAZCMGAGHFS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆N₂O₂
• Molecular Weight: 442.70 g/mol
• Exact Mass: 442.35592871 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.94
• 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	+	0.9835	98.35%
Caco-2	-	0.6479	64.79%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6768	67.68%
OATP2B1 inhibitior	-	0.7179	71.79%
OATP1B1 inhibitior	+	0.8776	87.76%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.8726	87.26%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8997	89.97%
P-glycoprotein inhibitior	-	0.4722	47.22%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7545	75.45%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.7916	79.16%
CYP3A4 inhibition	-	0.6556	65.56%
CYP2C9 inhibition	-	0.6331	63.31%
CYP2C19 inhibition	-	0.6431	64.31%
CYP2D6 inhibition	-	0.7855	78.55%
CYP1A2 inhibition	-	0.7713	77.13%
CYP2C8 inhibition	-	0.7676	76.76%
CYP inhibitory promiscuity	-	0.7049	70.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5626	56.26%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9715	97.15%
Skin irritation	-	0.7228	72.28%
Skin corrosion	-	0.8910	89.10%
Ames mutagenesis	-	0.6237	62.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7947	79.47%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5392	53.92%
skin sensitisation	-	0.8320	83.20%
Respiratory toxicity	+	0.9667	96.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.9090	90.90%
Acute Oral Toxicity (c)	III	0.5269	52.69%
Estrogen receptor binding	+	0.8220	82.20%
Androgen receptor binding	+	0.7791	77.91%
Thyroid receptor binding	+	0.6827	68.27%
Glucocorticoid receptor binding	+	0.7446	74.46%
Aromatase binding	+	0.7157	71.57%
PPAR gamma	+	0.5686	56.86%
Honey bee toxicity	-	0.7101	71.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9512	95.12%

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	98.85%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.09%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	94.03%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.82%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.02%	91.11%
CHEMBL1871	P10275	Androgen Receptor	91.17%	96.43%
CHEMBL2581	P07339	Cathepsin D	89.44%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.07%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.52%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.73%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.32%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.29%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.24%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.17%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.73%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.62%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.59%	90.71%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.52%	94.78%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.96%	97.50%
CHEMBL5028	O14672	ADAM10	80.94%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.24%	95.89%

Plants that contains it

• Inula royleana
• Peltodon longipes
• Sarcococca saligna

Cross-Links

• PubChem: 72958526
• LOTUS: LTS0161686
• wikiData: Q105200025