methyl (11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-14-oxido-8-aza-14-azoniapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraene-10-carboxylate

Details

• Internal ID: 0f4193cd-7f5b-4864-9b0e-513272bc4176
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: methyl (11S,12S,17S)-12-[(1S)-1-hydroxyethyl]-14-oxido-8-aza-14-azoniapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraene-10-carboxylate
• SMILES (Canonical): CC(C1C[N+]2(CCC34C2CC1C(=C3NC5=CC=CC=C45)C(=O)OC)[O-])O
• SMILES (Isomeric): C[C@@H]([C@@H]1C[N+]2(CCC34[C@@H]2C[C@@H]1C(=C3NC5=CC=CC=C45)C(=O)OC)[O-])O
• InChI: InChI=1S/C20H24N2O4/c1-11(23)13-10-22(25)8-7-20-14-5-3-4-6-15(14)21-18(20)17(19(24)26-2)12(13)9-16(20)22/h3-6,11-13,16,21,23H,7-10H2,1-2H3/t11-,12-,13-,16-,20?,22?/m0/s1
• InChI Key: WSBPZWLQDOELJZ-REFLFHOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₂O₄
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.17360725 g/mol
• Topological Polar Surface Area (TPSA): 76.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6457	64.57%
Caco-2	+	0.6631	66.31%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6116	61.16%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.8938	89.38%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8465	84.65%
P-glycoprotein inhibitior	-	0.7425	74.25%
P-glycoprotein substrate	+	0.5597	55.97%
CYP3A4 substrate	+	0.6806	68.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.8791	87.91%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.8053	80.53%
CYP2D6 inhibition	-	0.7497	74.97%
CYP1A2 inhibition	-	0.8105	81.05%
CYP2C8 inhibition	+	0.6131	61.31%
CYP inhibitory promiscuity	-	0.8734	87.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5075	50.75%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9944	99.44%
Skin irritation	-	0.7565	75.65%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5225	52.25%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5064	50.64%
skin sensitisation	-	0.8275	82.75%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9468	94.68%
Acute Oral Toxicity (c)	III	0.5804	58.04%
Estrogen receptor binding	+	0.5649	56.49%
Androgen receptor binding	+	0.6845	68.45%
Thyroid receptor binding	+	0.5584	55.84%
Glucocorticoid receptor binding	+	0.6891	68.91%
Aromatase binding	+	0.5649	56.49%
PPAR gamma	-	0.5628	56.28%
Honey bee toxicity	-	0.8774	87.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9618	96.18%

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	98.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.72%	91.11%
CHEMBL240	Q12809	HERG	96.54%	89.76%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.37%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.46%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	91.55%	95.00%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.02%	97.09%
CHEMBL4208	P20618	Proteasome component C5	89.70%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.52%	95.56%
CHEMBL2535	P11166	Glucose transporter	88.49%	98.75%
CHEMBL5028	O14672	ADAM10	84.63%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.52%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.82%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.63%	94.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.16%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.95%	99.23%
CHEMBL3902	P09211	Glutathione S-transferase Pi	82.92%	93.81%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.65%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.32%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.16%	100.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	80.77%	94.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.65%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.05%	94.80%

Plants that contains it

• Alstonia rostrata

Cross-Links

• PubChem: 101678912
• LOTUS: LTS0238077
• wikiData: Q105311770