Methyl 12-hydroxy-12-(1-hydroxyethyl)-5-methoxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5,9-tetraene-10-carboxylate

Details

• Internal ID: 3f6d4ebb-17f0-419a-9bf6-5969e1bb5500
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: methyl 12-hydroxy-12-(1-hydroxyethyl)-5-methoxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2(7),3,5,9-tetraene-10-carboxylate
• SMILES (Canonical): CC(C1(CN2CCC34C2CC1C(=C3NC5=C4C=CC(=C5)OC)C(=O)OC)O)O
• SMILES (Isomeric): CC(C1(CN2CCC34C2CC1C(=C3NC5=C4C=CC(=C5)OC)C(=O)OC)O)O
• InChI: InChI=1S/C21H26N2O5/c1-11(24)21(26)10-23-7-6-20-13-5-4-12(27-2)8-15(13)22-18(20)17(19(25)28-3)14(21)9-16(20)23/h4-5,8,11,14,16,22,24,26H,6-7,9-10H2,1-3H3
• InChI Key: NFIFPWIZYHMYPQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₅
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.18417193 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8658	86.58%
Caco-2	+	0.7332	73.32%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7488	74.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9092	90.92%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4671	46.71%
P-glycoprotein inhibitior	-	0.7234	72.34%
P-glycoprotein substrate	+	0.7211	72.11%
CYP3A4 substrate	+	0.6606	66.06%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8139	81.39%
CYP3A4 inhibition	-	0.9764	97.64%
CYP2C9 inhibition	-	0.8631	86.31%
CYP2C19 inhibition	-	0.8774	87.74%
CYP2D6 inhibition	-	0.7548	75.48%
CYP1A2 inhibition	-	0.8375	83.75%
CYP2C8 inhibition	-	0.6191	61.91%
CYP inhibitory promiscuity	-	0.9532	95.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4905	49.05%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9878	98.78%
Skin irritation	-	0.7496	74.96%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7601	76.01%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5283	52.83%
skin sensitisation	-	0.8267	82.67%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9247	92.47%
Acute Oral Toxicity (c)	III	0.5317	53.17%
Estrogen receptor binding	+	0.7664	76.64%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	+	0.6380	63.80%
Glucocorticoid receptor binding	+	0.8241	82.41%
Aromatase binding	+	0.7644	76.44%
PPAR gamma	+	0.5635	56.35%
Honey bee toxicity	-	0.8349	83.49%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9046	90.46%

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	99.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL4208	P20618	Proteasome component C5	97.37%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.51%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.20%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	93.98%	83.82%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.62%	90.71%
CHEMBL2581	P07339	Cathepsin D	89.52%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.54%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.63%	91.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.53%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.63%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.24%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.95%	97.09%
CHEMBL2535	P11166	Glucose transporter	84.67%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.24%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.87%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.82%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.64%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.18%	94.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.56%	92.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.24%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.00%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.67%	95.89%
CHEMBL5028	O14672	ADAM10	80.61%	97.50%

Plants that contains it

• Alstonia angustifolia
• Alstonia lenormandii

Cross-Links

• PubChem: 162844766
• LOTUS: LTS0027460
• wikiData: Q105178483