(4R,10R,13S)-3-(dimethylamino)-17-[1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-ol

Details

• Internal ID: c08df66a-5c10-4761-9754-2d1204788d73
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: (4R,10R,13S)-3-(dimethylamino)-17-[1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-4-ol
• SMILES (Canonical): CC(C1CCC2C1(CCC3C2CCC4C3(CCC(C4O)N(C)C)C)C)N(C)C
• SMILES (Isomeric): CC(C1CCC2[C@@]1(CCC3C2CCC4[C@@]3(CCC([C@@H]4O)N(C)C)C)C)N(C)C
• InChI: InChI=1S/C25H46N2O/c1-16(26(4)5)18-10-11-19-17-8-9-21-23(28)22(27(6)7)13-15-25(21,3)20(17)12-14-24(18,19)2/h16-23,28H,8-15H2,1-7H3/t16?,17?,18?,19?,20?,21?,22?,23-,24-,25-/m1/s1
• InChI Key: PGZROPJTNZDXFV-PCYFNNAGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₆N₂O
• Molecular Weight: 390.60 g/mol
• Exact Mass: 390.361014095 g/mol
• Topological Polar Surface Area (TPSA): 26.70 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.50
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9677	96.77%
Caco-2	-	0.5633	56.33%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4748	47.48%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.5477	54.77%
P-glycoprotein inhibitior	-	0.6982	69.82%
P-glycoprotein substrate	-	0.7120	71.20%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	+	0.6022	60.22%
CYP3A4 inhibition	-	0.7648	76.48%
CYP2C9 inhibition	-	0.7911	79.11%
CYP2C19 inhibition	-	0.8366	83.66%
CYP2D6 inhibition	-	0.7754	77.54%
CYP1A2 inhibition	-	0.7675	76.75%
CYP2C8 inhibition	-	0.9377	93.77%
CYP inhibitory promiscuity	-	0.7422	74.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9702	97.02%
Eye irritation	-	0.9188	91.88%
Skin irritation	-	0.6554	65.54%
Skin corrosion	-	0.6995	69.95%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5916	59.16%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6103	61.03%
skin sensitisation	-	0.7974	79.74%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8203	82.03%
Acute Oral Toxicity (c)	III	0.6082	60.82%
Estrogen receptor binding	+	0.8558	85.58%
Androgen receptor binding	+	0.7040	70.40%
Thyroid receptor binding	+	0.6860	68.60%
Glucocorticoid receptor binding	+	0.7052	70.52%
Aromatase binding	+	0.6293	62.93%
PPAR gamma	+	0.5400	54.00%
Honey bee toxicity	-	0.6962	69.62%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8977	89.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	97.87%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.93%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.23%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	93.89%	98.10%
CHEMBL221	P23219	Cyclooxygenase-1	92.20%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	90.10%	95.93%
CHEMBL1871	P10275	Androgen Receptor	90.00%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.11%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.09%	97.47%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.43%	85.31%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.79%	91.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.44%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.82%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.72%	98.95%
CHEMBL3837	P07711	Cathepsin L	83.65%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.54%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.42%	96.77%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.99%	90.08%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.67%	85.11%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.22%	98.46%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.36%	90.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.63%	93.04%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.61%	93.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.43%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.02%	100.00%

Plants that contains it

• Taxus brevifolia

Cross-Links

• PubChem: 5316666
• NPASS: NPC189662