Scandine

Details

• Internal ID: 8438998e-4b1c-4ed1-b28b-d0486407034d
• Taxonomy: Alkaloids and derivatives > Melodinus alkaloids
• IUPAC Name: methyl 12-ethenyl-9-oxo-8,16-diazapentacyclo[10.6.1.01,10.02,7.016,19]nonadeca-2,4,6,13-tetraene-10-carboxylate
• SMILES (Canonical): COC(=O)C12CC3(C=CCN4C3C1(CC4)C5=CC=CC=C5NC2=O)C=C
• SMILES (Isomeric): COC(=O)C12CC3(C=CCN4C3C1(CC4)C5=CC=CC=C5NC2=O)C=C
• InChI: InChI=1S/C21H22N2O3/c1-3-19-9-6-11-23-12-10-20(16(19)23)14-7-4-5-8-15(14)22-17(24)21(20,13-19)18(25)26-2/h3-9,16H,1,10-13H2,2H3,(H,22,24)
• InChI Key: JTSSMMKHJYRYEG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₃
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.16304257 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 24314-59-8
• CID 12082288
• B0005-189400

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9518	95.18%
Caco-2	+	0.5278	52.78%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7846	78.46%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7660	76.60%
P-glycoprotein inhibitior	-	0.7772	77.72%
P-glycoprotein substrate	-	0.5057	50.57%
CYP3A4 substrate	+	0.6568	65.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3779	37.79%
CYP3A4 inhibition	+	0.6106	61.06%
CYP2C9 inhibition	-	0.7282	72.82%
CYP2C19 inhibition	-	0.7984	79.84%
CYP2D6 inhibition	-	0.7911	79.11%
CYP1A2 inhibition	-	0.5455	54.55%
CYP2C8 inhibition	-	0.5954	59.54%
CYP inhibitory promiscuity	-	0.8672	86.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5879	58.79%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9942	99.42%
Skin irritation	-	0.7839	78.39%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6701	67.01%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5991	59.91%
skin sensitisation	-	0.8700	87.00%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5207	52.07%
Acute Oral Toxicity (c)	III	0.5114	51.14%
Estrogen receptor binding	+	0.5689	56.89%
Androgen receptor binding	+	0.7429	74.29%
Thyroid receptor binding	-	0.5315	53.15%
Glucocorticoid receptor binding	+	0.5608	56.08%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5949	59.49%
Honey bee toxicity	-	0.8800	88.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9728	97.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.07%	85.14%
CHEMBL4208	P20618	Proteasome component C5	95.52%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.22%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.55%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.48%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.98%	93.03%
CHEMBL5028	O14672	ADAM10	84.96%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.97%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.12%	94.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.34%	94.45%

Plants that contains it

• Melodinus fusiformis
• Melodinus tenuicaudatus

Cross-Links

• PubChem: 5259866
• LOTUS: LTS0106704
• wikiData: Q104402005