6-[(3,5-Dimethylphenyl)methyl]-5-ethyl-1-[[4-[2-(13-ethyl-17-hydroxy-3-oxo-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl)ethynyl]phenyl]methoxymethyl]pyrimidine-2,4-dione

Details

• Internal ID: 9f1eafdc-70d3-4194-96f8-74ba745ded7c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Estrane steroids > Estrogens and derivatives
• IUPAC Name: 6-[(3,5-dimethylphenyl)methyl]-5-ethyl-1-[[4-[2-(13-ethyl-17-hydroxy-3-oxo-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl)ethynyl]phenyl]methoxymethyl]pyrimidine-2,4-dione
• SMILES (Canonical): CCC1=C(N(C(=O)NC1=O)COCC2=CC=C(C=C2)C#CC3(CCC4C3(CCC5C4CCC6=CC(=O)CCC56)CC)O)CC7=CC(=CC(=C7)C)C
• SMILES (Isomeric): CCC1=C(N(C(=O)NC1=O)COCC2=CC=C(C=C2)C#CC3(CCC4C3(CCC5C4CCC6=CC(=O)CCC56)CC)O)CC7=CC(=CC(=C7)C)C
• InChI: InChI=1S/C44H52N2O5/c1-5-35-40(24-32-22-28(3)21-29(4)23-32)46(42(49)45-41(35)48)27-51-26-31-9-7-30(8-10-31)15-19-44(50)20-17-39-38-13-11-33-25-34(47)12-14-36(33)37(38)16-18-43(39,44)6-2/h7-10,21-23,25,36-39,50H,5-6,11-14,16-18,20,24,26-27H2,1-4H3,(H,45,48,49)
• InChI Key: ZEWMITGOOOKYQY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₂N₂O₅
• Molecular Weight: 688.90 g/mol
• Exact Mass: 688.38762276 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.10
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• 6-[(3,5-dimethylphenyl)methyl]-5-ethyl-1-[[4-[2-(13-ethyl-17-hydroxy-3-oxo-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl)ethynyl]phenyl]methoxymethyl]pyrimidine-2,4-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9909	99.09%
Caco-2	-	0.8397	83.97%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7228	72.28%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.8323	83.23%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.9843	98.43%
P-glycoprotein inhibitior	+	0.8170	81.70%
P-glycoprotein substrate	+	0.7140	71.40%
CYP3A4 substrate	+	0.7312	73.12%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	+	0.8515	85.15%
CYP2C9 inhibition	-	0.7093	70.93%
CYP2C19 inhibition	-	0.7614	76.14%
CYP2D6 inhibition	-	0.8831	88.31%
CYP1A2 inhibition	-	0.7472	74.72%
CYP2C8 inhibition	+	0.6471	64.71%
CYP inhibitory promiscuity	-	0.5480	54.80%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5614	56.14%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.7838	78.38%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.7591	75.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7791	77.91%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5728	57.28%
skin sensitisation	-	0.8704	87.04%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.9653	96.53%
Acute Oral Toxicity (c)	III	0.6193	61.93%
Estrogen receptor binding	+	0.8555	85.55%
Androgen receptor binding	+	0.8525	85.25%
Thyroid receptor binding	+	0.5968	59.68%
Glucocorticoid receptor binding	+	0.7613	76.13%
Aromatase binding	+	0.6478	64.78%
PPAR gamma	+	0.7119	71.19%
Honey bee toxicity	-	0.6196	61.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9632	96.32%

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	99.15%	96.09%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	98.53%	92.67%
CHEMBL2581	P07339	Cathepsin D	97.72%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.34%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.03%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.71%	97.09%
CHEMBL255	P29275	Adenosine A2b receptor	95.42%	98.59%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	92.94%	96.42%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.75%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.06%	94.00%
CHEMBL4208	P20618	Proteasome component C5	90.15%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.74%	85.14%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.40%	82.38%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.19%	91.71%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	87.02%	83.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.82%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.91%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.34%	95.89%
CHEMBL1871	P10275	Androgen Receptor	85.14%	96.43%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.25%	92.68%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.15%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.72%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.67%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.51%	97.28%
CHEMBL4072	P07858	Cathepsin B	82.41%	93.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.40%	91.11%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.20%	94.78%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.14%	96.38%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.20%	86.92%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.53%	92.94%
CHEMBL4581	P52732	Kinesin-like protein 1	80.26%	93.18%

Plants that contains it

• Aconitum carmichaelii
• Angelica sinensis
• Aquilaria sinensis
• Chrysanthemum indicum
• Crocus sativus
• Fagopyrum esculentum
• Hansenia weberbaueriana
• Isatis tinctoria
• Laggera alata
• Petasites japonicus
• Pinellia pedatisecta
• Typha domingensis

Cross-Links

• PubChem: 49769955
• NPASS: NPC253509