N-{3-[4-(3-aminopropyl)piperazinyl]propyl}-3-O-acetylursolamide

Details

• Internal ID: 88532cf1-69a0-44fd-8bc1-c50ee41cae87
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-[3-[4-(3-aminopropyl)piperazin-1-yl]propylcarbamoyl]-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] acetate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C2C1C)C)C(=O)NCCCN6CCN(CC6)CCCN
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OC(=O)C)C)C)[C@@H]2[C@H]1C)C)C(=O)NCCCN6CCN(CC6)CCCN
• InChI: InChI=1S/C42H72N4O3/c1-29-13-18-42(37(48)44-22-10-24-46-27-25-45(26-28-46)23-9-21-43)20-19-40(7)32(36(42)30(29)2)11-12-34-39(6)16-15-35(49-31(3)47)38(4,5)33(39)14-17-41(34,40)8/h11,29-30,33-36H,9-10,12-28,43H2,1-8H3,(H,44,48)/t29-,30+,33+,34-,35+,36+,39+,40-,41-,42+/m1/s1
• InChI Key: IUJKWMKQXCXZKK-BLNYKQIKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂N₄O₃
• Molecular Weight: 681.00 g/mol
• Exact Mass: 680.56044217 g/mol
• Topological Polar Surface Area (TPSA): 87.90 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.05
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

• BDBM50225900
• N-{3-[4-(3-aminopropyl)piperazinyl]propyl}-3-O-acetylursolamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9685	96.85%
Caco-2	-	0.8107	81.07%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4651	46.51%
OATP2B1 inhibitior	-	0.5671	56.71%
OATP1B1 inhibitior	+	0.7916	79.16%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.6103	61.03%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8913	89.13%
P-glycoprotein inhibitior	+	0.7701	77.01%
P-glycoprotein substrate	+	0.7482	74.82%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7351	73.51%
CYP3A4 inhibition	-	0.7331	73.31%
CYP2C9 inhibition	-	0.7969	79.69%
CYP2C19 inhibition	-	0.7958	79.58%
CYP2D6 inhibition	-	0.8673	86.73%
CYP1A2 inhibition	-	0.7864	78.64%
CYP2C8 inhibition	+	0.6394	63.94%
CYP inhibitory promiscuity	-	0.9207	92.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5189	51.89%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9143	91.43%
Skin irritation	-	0.7499	74.99%
Skin corrosion	-	0.9044	90.44%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5398	53.98%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.6448	64.48%
skin sensitisation	-	0.8528	85.28%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9507	95.07%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	+	0.7521	75.21%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	+	0.5322	53.22%
Glucocorticoid receptor binding	+	0.7005	70.05%
Aromatase binding	+	0.6062	60.62%
PPAR gamma	+	0.6550	65.50%
Honey bee toxicity	-	0.7716	77.16%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6450	64.50%
Fish aquatic toxicity	+	0.8961	89.61%

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	99.70%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.92%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	95.17%	90.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.61%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.60%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.34%	95.56%
CHEMBL5646	Q6L5J4	FML2_HUMAN	92.32%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.08%	82.69%
CHEMBL3837	P07711	Cathepsin L	88.87%	96.61%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.76%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.31%	91.03%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	86.47%	85.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.71%	95.17%
CHEMBL5028	O14672	ADAM10	85.45%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.91%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.81%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.62%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.54%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.48%	96.90%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.85%	93.00%
CHEMBL234	P35462	Dopamine D3 receptor	82.84%	90.48%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.52%	91.65%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.27%	98.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.78%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	81.54%	94.75%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.41%	96.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.32%	99.17%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.13%	96.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.08%	97.21%
CHEMBL4581	P52732	Kinesin-like protein 1	80.95%	93.18%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	80.92%	91.83%
CHEMBL2514	O95665	Neurotensin receptor 2	80.82%	100.00%

Plants that contains it

• Ilex paraguariensis

Cross-Links

• PubChem: 25111796
• LOTUS: LTS0026684
• wikiData: Q105120630