Dimethyl 12-ethyl-4-(6-ethyl-8-formyl-2-methoxycarbonyl-5-oxo-8,18-diazatricyclo[9.7.0.012,17]octadeca-1(11),12,14,16-tetraen-2-yl)-10-hydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),13-diene-10,11-dicarboxylate

Details

• Internal ID: 52c1f69c-c0cb-48ab-9c46-19f1abc0d31e
• Taxonomy: Alkaloids and derivatives > Plumeran-type alkaloids
• IUPAC Name: dimethyl 12-ethyl-4-(6-ethyl-8-formyl-2-methoxycarbonyl-5-oxo-8,18-diazatricyclo[9.7.0.012,17]octadeca-1(11),12,14,16-tetraen-2-yl)-10-hydroxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),13-diene-10,11-dicarboxylate
• SMILES (Canonical): CCC1CN(CCC2=C(C(CCC1=O)(C3CCC4=C(C3)C56CCN7C5C(C=CC7)(C(C(C6N4C)(C(=O)OC)O)C(=O)OC)CC)C(=O)OC)NC8=CC=CC=C28)C=O
• SMILES (Isomeric): CCC1CN(CCC2=C(C(CCC1=O)(C3CCC4=C(C3)C56CCN7C5C(C=CC7)(C(C(C6N4C)(C(=O)OC)O)C(=O)OC)CC)C(=O)OC)NC8=CC=CC=C28)C=O
• InChI: InChI=1S/C45H58N4O9/c1-7-27-25-48(26-50)22-17-30-29-12-9-10-13-32(29)46-36(30)43(40(53)57-5,19-16-34(27)51)28-14-15-33-31(24-28)44-20-23-49-21-11-18-42(8-2,38(44)49)35(37(52)56-4)45(55,41(54)58-6)39(44)47(33)3/h9-13,18,26-28,35,38-39,46,55H,7-8,14-17,19-25H2,1-6H3
• InChI Key: NXDAIOXOYYWGCB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₈N₄O₉
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.42037944 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.07
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9174	91.74%
Caco-2	-	0.7494	74.94%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7925	79.25%
OATP2B1 inhibitior	-	0.7468	74.68%
OATP1B1 inhibitior	+	0.8333	83.33%
OATP1B3 inhibitior	+	0.9098	90.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.8226	82.26%
P-glycoprotein substrate	+	0.8632	86.32%
CYP3A4 substrate	+	0.7579	75.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7962	79.62%
CYP3A4 inhibition	-	0.7267	72.67%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.8697	86.97%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	-	0.8159	81.59%
CYP2C8 inhibition	+	0.6869	68.69%
CYP inhibitory promiscuity	-	0.7339	73.39%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4811	48.11%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9259	92.59%
Skin irritation	-	0.7726	77.26%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6566	65.66%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6526	65.26%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7762	77.62%
Acute Oral Toxicity (c)	III	0.5854	58.54%
Estrogen receptor binding	+	0.8403	84.03%
Androgen receptor binding	+	0.7745	77.45%
Thyroid receptor binding	+	0.6863	68.63%
Glucocorticoid receptor binding	+	0.8310	83.10%
Aromatase binding	+	0.5514	55.14%
PPAR gamma	+	0.7975	79.75%
Honey bee toxicity	-	0.6708	67.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9651	96.51%

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	99.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.27%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.05%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.03%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.41%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.59%	97.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	92.15%	97.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.15%	94.66%
CHEMBL5028	O14672	ADAM10	89.96%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.54%	97.25%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.74%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.33%	99.23%
CHEMBL255	P29275	Adenosine A2b receptor	88.19%	98.59%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.82%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.90%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.86%	89.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	85.65%	94.50%
CHEMBL233	P35372	Mu opioid receptor	85.56%	97.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.65%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.96%	92.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.84%	96.47%
CHEMBL4208	P20618	Proteasome component C5	83.75%	90.00%
CHEMBL4302	P08183	P-glycoprotein 1	83.66%	92.98%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.56%	94.08%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.92%	95.83%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.89%	100.00%

Plants that contains it

• Catharanthus roseus

Cross-Links

• PubChem: 5315215
• NPASS: NPC131774