methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-6-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: 70e7bab4-20a1-45ab-842e-1ef5c6107818
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: methyl (1R,11R,12R,17S)-12-hydroxy-12-[(1S)-1-hydroxyethyl]-6-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=C5OC)C(=O)OC)O)O
• SMILES (Isomeric): C[C@@H]([C@@]1(CN2CC[C@@]34[C@@H]2C[C@@H]1C(=C3NC5=C4C=CC=C5OC)C(=O)OC)O)O
• InChI: InChI=1S/C21H26N2O5/c1-11(24)21(26)10-23-8-7-20-12-5-4-6-14(27-2)17(12)22-18(20)16(19(25)28-3)13(21)9-15(20)23/h4-6,11,13,15,22,24,26H,7-10H2,1-3H3/t11-,13+,15-,20+,21+/m0/s1
• InChI Key: RVYFIZMUNICAKW-KMAXBEGMSA-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	+	0.7280	72.80%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7488	74.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9373	93.73%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5961	59.61%
P-glycoprotein inhibitior	-	0.7290	72.90%
P-glycoprotein substrate	+	0.7324	73.24%
CYP3A4 substrate	+	0.6750	67.50%
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	-	0.5617	56.17%
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	-	0.9915	99.15%
Skin irritation	-	0.7496	74.96%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4028	40.28%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5189	51.89%
skin sensitisation	-	0.8267	82.67%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7043	70.43%
Acute Oral Toxicity (c)	III	0.5317	53.17%
Estrogen receptor binding	+	0.7300	73.00%
Androgen receptor binding	+	0.6639	66.39%
Thyroid receptor binding	-	0.5094	50.94%
Glucocorticoid receptor binding	+	0.6673	66.73%
Aromatase binding	+	0.6252	62.52%
PPAR gamma	-	0.5203	52.03%
Honey bee toxicity	-	0.8041	80.41%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	99.58%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.46%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.34%	94.45%
CHEMBL2535	P11166	Glucose transporter	93.60%	98.75%
CHEMBL4208	P20618	Proteasome component C5	92.63%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	92.42%	83.82%
CHEMBL2581	P07339	Cathepsin D	91.50%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.49%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.27%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.65%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.46%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	87.84%	95.00%
CHEMBL5028	O14672	ADAM10	87.79%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.43%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.74%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.16%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.40%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.38%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.48%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.39%	90.71%

Plants that contains it

• Alstonia lenormandii

Cross-Links

• PubChem: 162881313
• LOTUS: LTS0250047
• wikiData: Q105246385