CID 436036

Details

• Internal ID: a5c5fb88-e4d0-4c85-a9da-8436d647b335
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl 14-ethylidene-2-methyl-18-oxa-2,12-diazahexacyclo[13.3.2.01,9.03,8.09,16.012,19]icosa-3,5,7-triene-16-carboxylate
• SMILES (Canonical): CC=C1CN2CCC34C5=CC=CC=C5N(C36C2CC1C4(CO6)C(=O)OC)C
• SMILES (Isomeric): CC=C1CN2CCC34C5=CC=CC=C5N(C36C2CC1C4(CO6)C(=O)OC)C
• InChI: InChI=1S/C22H26N2O3/c1-4-14-12-24-10-9-21-15-7-5-6-8-17(15)23(2)22(21)18(24)11-16(14)20(21,13-27-22)19(25)26-3/h4-8,16,18H,9-13H2,1-3H3
• InChI Key: HAGBWVNSVWLTKY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₃
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.19434270 g/mol
• Topological Polar Surface Area (TPSA): 42.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9497	94.97%
Caco-2	+	0.8577	85.77%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4932	49.32%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8554	85.54%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7783	77.83%
P-glycoprotein inhibitior	-	0.5243	52.43%
P-glycoprotein substrate	+	0.6201	62.01%
CYP3A4 substrate	+	0.6776	67.76%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	+	0.4126	41.26%
CYP3A4 inhibition	-	0.6027	60.27%
CYP2C9 inhibition	-	0.6990	69.90%
CYP2C19 inhibition	-	0.6299	62.99%
CYP2D6 inhibition	-	0.7709	77.09%
CYP1A2 inhibition	-	0.5685	56.85%
CYP2C8 inhibition	+	0.4630	46.30%
CYP inhibitory promiscuity	+	0.5186	51.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6577	65.77%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9864	98.64%
Skin irritation	-	0.7978	79.78%
Skin corrosion	-	0.9274	92.74%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7805	78.05%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5251	52.51%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4598	45.98%
Acute Oral Toxicity (c)	III	0.6144	61.44%
Estrogen receptor binding	+	0.6888	68.88%
Androgen receptor binding	+	0.7748	77.48%
Thyroid receptor binding	+	0.5850	58.50%
Glucocorticoid receptor binding	+	0.7481	74.81%
Aromatase binding	+	0.5446	54.46%
PPAR gamma	-	0.5266	52.66%
Honey bee toxicity	-	0.7687	76.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9379	93.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	97.79%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.51%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL5028	O14672	ADAM10	87.41%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.26%	97.14%
CHEMBL4208	P20618	Proteasome component C5	82.02%	90.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.91%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.00%	99.23%

Plants that contains it

• Alstonia scholaris
• Hunteria umbellata
• Vinca major

Cross-Links

• PubChem: 436036
• LOTUS: LTS0233500
• wikiData: Q105024864