Dimethyl 14,25-diethyl-24,33-dihydroxy-31,32-dimethoxy-12,22-dioxa-1,9,18,29-tetrazadodecacyclo[23.13.1.16,9.02,23.03,21.05,19.06,17.011,13.028,36.030,35.036,39.014,40]tetraconta-3,5(19),16,20,27,30,32,34-octaene-16,27-dicarboxylate

Details

• Internal ID: a915b39d-d202-4ec0-a70a-bdbf5d0c3504
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: dimethyl 14,25-diethyl-24,33-dihydroxy-31,32-dimethoxy-12,22-dioxa-1,9,18,29-tetrazadodecacyclo[23.13.1.16,9.02,23.03,21.05,19.06,17.011,13.028,36.030,35.036,39.014,40]tetraconta-3,5(19),16,20,27,30,32,34-octaene-16,27-dicarboxylate
• InChI: InChI=1S/C44H50N4O10/c1-7-41-16-20(37(51)55-5)34-44(23-14-25(49)30(53-3)31(54-4)28(23)46-34)10-12-48(40(41)44)29-19-13-22-24(15-26(19)57-32(29)35(41)50)45-33-21(38(52)56-6)17-42(8-2)36-27(58-36)18-47-11-9-43(22,33)39(42)47/h13-15,27,29,32,35-36,39-40,45-46,49-50H,7-12,16-18H2,1-6H3
• InChI Key: QZRIMAMDGWAHPQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₀N₄O₁₀
• Molecular Weight: 794.90 g/mol
• Exact Mass: 794.35269380 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• Cophylline
• 142741-24-0
• Dimethyl 14,25-diethyl-24,33-dihydroxy-31,32-dimethoxy-12,22-dioxa-1,9,18,29-tetrazadodecacyclo[23.13.1.16,9.02,23.03,21.05,19.06,17.011,13.028,36.030,35.036,39.014,40]tetraconta-3,5(19),16,20,27,30,32,34-octaene-16,27-dicarboxylate
• CID 9853848
• HY-N3619
• AKOS040740754
• MS-31463
• CS-0023949
• B0005-166147

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8436	84.36%
Caco-2	-	0.8266	82.66%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6870	68.70%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8541	85.41%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9547	95.47%
P-glycoprotein inhibitior	+	0.7836	78.36%
P-glycoprotein substrate	+	0.7896	78.96%
CYP3A4 substrate	+	0.7261	72.61%
CYP2C9 substrate	-	0.8051	80.51%
CYP2D6 substrate	-	0.8027	80.27%
CYP3A4 inhibition	-	0.8552	85.52%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.8425	84.25%
CYP2D6 inhibition	-	0.8577	85.77%
CYP1A2 inhibition	-	0.8154	81.54%
CYP2C8 inhibition	+	0.6935	69.35%
CYP inhibitory promiscuity	-	0.8666	86.66%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4352	43.52%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6649	66.49%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8426	84.26%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7865	78.65%
Acute Oral Toxicity (c)	III	0.5460	54.60%
Estrogen receptor binding	+	0.8309	83.09%
Androgen receptor binding	+	0.7603	76.03%
Thyroid receptor binding	+	0.6122	61.22%
Glucocorticoid receptor binding	+	0.7940	79.40%
Aromatase binding	+	0.7153	71.53%
PPAR gamma	+	0.7713	77.13%
Honey bee toxicity	-	0.7490	74.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9852	98.52%

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	99.25%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.76%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.06%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.81%	90.71%
CHEMBL4208	P20618	Proteasome component C5	88.10%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.65%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.69%	96.38%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.43%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.28%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.94%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.80%	82.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.10%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.72%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.71%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.66%	97.28%
CHEMBL2581	P07339	Cathepsin D	82.58%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.96%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.56%	94.42%
CHEMBL340	P08684	Cytochrome P450 3A4	81.55%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.53%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.04%	99.23%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.69%	91.79%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.41%	93.40%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.08%	95.89%

Plants that contains it

• Euphorbia helioscopia
• Tabernaemontana divaricata

Cross-Links

• PubChem: 9853848
• LOTUS: LTS0250447
• wikiData: Q105158094