Methyl 13-ethylidene-8,17-dihydroxy-1,11-diazapentacyclo[12.3.2.02,7.08,17.011,16]nonadeca-2,4,6,18-tetraene-19-carboxylate

Details

• Internal ID: d72f9a49-4a19-4874-82a8-91ce06ebf68a
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl 13-ethylidene-8,17-dihydroxy-1,11-diazapentacyclo[12.3.2.02,7.08,17.011,16]nonadeca-2,4,6,18-tetraene-19-carboxylate
• SMILES (Canonical): CC=C1CN2CCC3(C4=CC=CC=C4N5C3(C2CC1C(=C5)C(=O)OC)O)O
• SMILES (Isomeric): CC=C1CN2CCC3(C4=CC=CC=C4N5C3(C2CC1C(=C5)C(=O)OC)O)O
• InChI: InChI=1S/C21H24N2O4/c1-3-13-11-22-9-8-20(25)16-6-4-5-7-17(16)23-12-15(19(24)27-2)14(13)10-18(22)21(20,23)26/h3-7,12,14,18,25-26H,8-11H2,1-2H3
• InChI Key: ABALGCGSAUWIRD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₄
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.17360725 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7149	71.49%
Caco-2	+	0.7747	77.47%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7315	73.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7346	73.46%
P-glycoprotein inhibitior	-	0.4539	45.39%
P-glycoprotein substrate	+	0.5189	51.89%
CYP3A4 substrate	+	0.6773	67.73%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.7905	79.05%
CYP3A4 inhibition	-	0.9236	92.36%
CYP2C9 inhibition	-	0.8029	80.29%
CYP2C19 inhibition	-	0.8228	82.28%
CYP2D6 inhibition	-	0.7896	78.96%
CYP1A2 inhibition	-	0.8117	81.17%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9346	93.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5524	55.24%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9754	97.54%
Skin irritation	-	0.7518	75.18%
Skin corrosion	-	0.9286	92.86%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6516	65.16%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5156	51.56%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.6273	62.73%
Acute Oral Toxicity (c)	III	0.5856	58.56%
Estrogen receptor binding	+	0.6801	68.01%
Androgen receptor binding	+	0.6963	69.63%
Thyroid receptor binding	+	0.6345	63.45%
Glucocorticoid receptor binding	+	0.5562	55.62%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.6052	60.52%
Honey bee toxicity	-	0.8417	84.17%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8834	88.34%

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	97.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.03%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.53%	94.45%
CHEMBL4208	P20618	Proteasome component C5	92.30%	90.00%
CHEMBL5028	O14672	ADAM10	86.83%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.70%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.47%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.56%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	83.24%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.02%	98.95%

Plants that contains it

• Strychnos gossweileri

Cross-Links

• PubChem: 383003
• LOTUS: LTS0068750
• wikiData: Q104908493