methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-4-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: cd03c18e-5506-4c56-a93d-12efd0209d24
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-4-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=C(C=C5)OC)C(=O)OC)O)O
• SMILES (Isomeric): C[C@@H]([C@@]1(CN2CC[C@@]34[C@@H]2C[C@@H]1C(=C3NC5=C4C=C(C=C5)OC)C(=O)OC)O)O
• InChI: InChI=1S/C21H26N2O5/c1-11(24)21(26)10-23-7-6-20-13-8-12(27-2)4-5-15(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/t11-,14+,16-,20+,21+/m0/s1
• InChI Key: WAKCIABYHRWTJZ-YVPYWHSZSA-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	+	0.7104	71.04%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7488	74.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9075	90.75%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7423	74.23%
P-glycoprotein inhibitior	-	0.7538	75.38%
P-glycoprotein substrate	+	0.6943	69.43%
CYP3A4 substrate	+	0.6649	66.49%
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	-	0.6467	64.67%
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	-	0.9919	99.19%
Skin irritation	-	0.7496	74.96%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6862	68.62%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5168	51.68%
skin sensitisation	-	0.8267	82.67%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8835	88.35%
Acute Oral Toxicity (c)	III	0.5317	53.17%
Estrogen receptor binding	+	0.6831	68.31%
Androgen receptor binding	+	0.7331	73.31%
Thyroid receptor binding	+	0.5838	58.38%
Glucocorticoid receptor binding	+	0.7599	75.99%
Aromatase binding	+	0.7052	70.52%
PPAR gamma	-	0.5122	51.22%
Honey bee toxicity	-	0.8224	82.24%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	99.51%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	99.36%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.47%	91.11%
CHEMBL4208	P20618	Proteasome component C5	98.06%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.38%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.10%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.99%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.91%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.23%	93.03%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.65%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.76%	97.09%
CHEMBL2581	P07339	Cathepsin D	85.68%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.93%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.85%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.81%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.36%	94.00%
CHEMBL2535	P11166	Glucose transporter	82.31%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.20%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.74%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.71%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.70%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.88%	85.00%

Plants that contains it

• Alstonia lanceolata
• Alstonia lanceolifera

Cross-Links

• PubChem: 163023813
• LOTUS: LTS0001199
• wikiData: Q105300278