Methyl 13-acetyl-1,11-diazapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6,8(17),12-pentaene-18-carboxylate

Details

• Internal ID: 0bcf64a9-e4f5-4aa3-aa0b-fd9ab21542c5
• Taxonomy: Alkaloids and derivatives > Pleiocarpaman alkaloids
• IUPAC Name: methyl 13-acetyl-1,11-diazapentacyclo[12.3.1.02,7.08,17.011,16]octadeca-2,4,6,8(17),12-pentaene-18-carboxylate
• SMILES (Canonical): CC(=O)C1=CN2CCC3=C4C2CC1C(N4C5=CC=CC=C35)C(=O)OC
• SMILES (Isomeric): CC(=O)C1=CN2CCC3=C4C2CC1C(N4C5=CC=CC=C35)C(=O)OC
• InChI: InChI=1S/C20H20N2O3/c1-11(23)15-10-21-8-7-13-12-5-3-4-6-16(12)22-18(13)17(21)9-14(15)19(22)20(24)25-2/h3-6,10,14,17,19H,7-9H2,1-2H3
• InChI Key: YCMYLJNPDXJHCN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀N₂O₃
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.14739250 g/mol
• Topological Polar Surface Area (TPSA): 51.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9735	97.35%
Caco-2	+	0.7922	79.22%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.9137	91.37%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.6322	63.22%
P-glycoprotein inhibitior	-	0.4427	44.27%
P-glycoprotein substrate	+	0.5969	59.69%
CYP3A4 substrate	+	0.6912	69.12%
CYP2C9 substrate	+	0.6171	61.71%
CYP2D6 substrate	-	0.7875	78.75%
CYP3A4 inhibition	-	0.5138	51.38%
CYP2C9 inhibition	+	0.5967	59.67%
CYP2C19 inhibition	-	0.6629	66.29%
CYP2D6 inhibition	-	0.5075	50.75%
CYP1A2 inhibition	+	0.7096	70.96%
CYP2C8 inhibition	+	0.5275	52.75%
CYP inhibitory promiscuity	+	0.8972	89.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6715	67.15%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9945	99.45%
Skin irritation	-	0.7922	79.22%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4233	42.33%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5265	52.65%
skin sensitisation	-	0.8707	87.07%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5628	56.28%
Acute Oral Toxicity (c)	III	0.7055	70.55%
Estrogen receptor binding	-	0.6254	62.54%
Androgen receptor binding	+	0.6249	62.49%
Thyroid receptor binding	-	0.5438	54.38%
Glucocorticoid receptor binding	+	0.7207	72.07%
Aromatase binding	-	0.7394	73.94%
PPAR gamma	+	0.5193	51.93%
Honey bee toxicity	-	0.7052	70.52%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9305	93.05%

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	98.39%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.75%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.07%	95.56%
CHEMBL1914	P06276	Butyrylcholinesterase	91.63%	95.00%
CHEMBL2535	P11166	Glucose transporter	88.65%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.01%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	85.32%	91.19%
CHEMBL5028	O14672	ADAM10	84.83%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.91%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.75%	98.95%
CHEMBL2056	P21728	Dopamine D1 receptor	81.70%	91.00%

Plants that contains it

• Rhazya stricta

Cross-Links

• PubChem: 162980424
• LOTUS: LTS0187186
• wikiData: Q105346362