N-[(3S,4R,5S,9R,10R,13R,14R,17R)-4-hydroxy-10,13-dimethyl-17-[(2R)-1-(4-propan-2-ylidene-2,3-dihydropyrrol-5-yl)propan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]acetamide

Details

• Internal ID: 34a481e2-eade-453a-a95b-4d5fc3a20c9f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: N-[(3S,4R,5S,9R,10R,13R,14R,17R)-4-hydroxy-10,13-dimethyl-17-[(2R)-1-(4-propan-2-ylidene-2,3-dihydropyrrol-5-yl)propan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]acetamide
• InChI: InChI=1S/C31H48N2O2/c1-18(2)21-13-16-32-28(21)17-19(3)23-9-10-24-22-7-8-26-29(35)27(33-20(4)34)12-15-31(26,6)25(22)11-14-30(23,24)5/h7,19,23-27,29,35H,8-17H2,1-6H3,(H,33,34)/t19-,23-,24+,25+,26-,27+,29-,30-,31-/m1/s1
• InChI Key: QUNQBOZYERAKAG-HYWVEBSISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈N₂O₂
• Molecular Weight: 480.70 g/mol
• Exact Mass: 480.37157878 g/mol
• Topological Polar Surface Area (TPSA): 61.70 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 6.25
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 159934-15-3
• N-[(3S,4R,5S,9R,10R,13R,14R,17R)-4-hydroxy-10,13-dimethyl-17-[(2R)-1-(4-propan-2-ylidene-2,3-dihydropyrrol-5-yl)propan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]acetamide
• N-[(3S,4R,5R,9R,10R,13R,14R,17R)-4-hydroxy-10,13-dimethyl-17-[(2R)-1-(4-propan-2-ylidene-2,3-dihydropyrrol-5-yl)propan-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]acetamide
• N-Acetyl-4beta-hydroxy-epi-plakinamine A
• AKOS040752653
• Acetamide, N-((3beta,4beta,5alpha,20R)-21-(3,4-dihydro-4-(1-methylethylidene)-2H-pyrrol-5-yl)-4-hydroxy-20-methylpregn-7-en-3-yl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	-	0.6347	63.47%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6800	68.00%
OATP2B1 inhibitior	-	0.5668	56.68%
OATP1B1 inhibitior	+	0.8321	83.21%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.8900	89.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9646	96.46%
P-glycoprotein inhibitior	+	0.6524	65.24%
P-glycoprotein substrate	+	0.5818	58.18%
CYP3A4 substrate	+	0.7018	70.18%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8769	87.69%
CYP3A4 inhibition	-	0.8080	80.80%
CYP2C9 inhibition	-	0.6466	64.66%
CYP2C19 inhibition	-	0.6814	68.14%
CYP2D6 inhibition	-	0.8320	83.20%
CYP1A2 inhibition	-	0.8698	86.98%
CYP2C8 inhibition	-	0.6949	69.49%
CYP inhibitory promiscuity	+	0.5243	52.43%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5550	55.50%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9664	96.64%
Skin irritation	-	0.7317	73.17%
Skin corrosion	-	0.9051	90.51%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8452	84.52%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.6505	65.05%
skin sensitisation	-	0.8041	80.41%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6820	68.20%
Acute Oral Toxicity (c)	III	0.5884	58.84%
Estrogen receptor binding	+	0.6952	69.52%
Androgen receptor binding	+	0.5434	54.34%
Thyroid receptor binding	+	0.5795	57.95%
Glucocorticoid receptor binding	+	0.7319	73.19%
Aromatase binding	+	0.6165	61.65%
PPAR gamma	+	0.6080	60.80%
Honey bee toxicity	-	0.8027	80.27%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9682	96.82%

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	98.27%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.13%	95.93%
CHEMBL2581	P07339	Cathepsin D	95.72%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.74%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	92.59%	90.17%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.55%	85.30%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.83%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.79%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.64%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.23%	91.11%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	88.98%	87.16%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.98%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.66%	94.45%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	88.57%	88.81%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.89%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.13%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.80%	91.24%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.17%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.95%	96.77%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.87%	80.96%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.46%	93.03%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.43%	93.10%
CHEMBL5028	O14672	ADAM10	83.88%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.14%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	82.67%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.49%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.36%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.09%	93.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.20%	98.05%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.02%	95.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.82%	96.90%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	80.58%	81.88%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.01%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 157831
• LOTUS: LTS0126334
• wikiData: Q105228294