(1S,2S,3S)-2-[(E)-1,3-dimethoxy-3-oxoprop-1-en-2-yl]-3-ethyl-8-methoxy-2,3,4,6,7,12-hexahydro-1H-indolo[2,3-a]quinolizin-5-ium-1-sulfonate

Details

• Internal ID: c160f689-a3f3-41c5-8c7c-ac8a58fdb589
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (1S,2S,3S)-2-[(E)-1,3-dimethoxy-3-oxoprop-1-en-2-yl]-3-ethyl-8-methoxy-2,3,4,6,7,12-hexahydro-1H-indolo[2,3-a]quinolizin-5-ium-1-sulfonate
• SMILES (Canonical): CCC1C[N+]2=C(C(C1C(=COC)C(=O)OC)S(=O)(=O)[O-])C3=C(CC2)C4=C(N3)C=CC=C4OC
• SMILES (Isomeric): CC[C@@H]1C[N+]2=C([C@H]([C@@H]1/C(=C\OC)/C(=O)OC)S(=O)(=O)[O-])C3=C(CC2)C4=C(N3)C=CC=C4OC
• InChI: InChI=1S/C23H28N2O7S/c1-5-13-11-25-10-9-14-19-16(7-6-8-17(19)31-3)24-20(14)21(25)22(33(27,28)29)18(13)15(12-30-2)23(26)32-4/h6-8,12-13,18,22H,5,9-11H2,1-4H3,(H,27,28,29)/b15-12+/t13-,18+,22+/m1/s1
• InChI Key: GSAFLXQFFAEFGE-UHJJRLFFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈N₂O₇S
• Molecular Weight: 476.50 g/mol
• Exact Mass: 476.16172241 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9168	91.68%
Caco-2	-	0.5915	59.15%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Lysosomes	0.3604	36.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8804	88.04%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6639	66.39%
BSEP inhibitior	+	0.9690	96.90%
P-glycoprotein inhibitior	+	0.8001	80.01%
P-glycoprotein substrate	+	0.6861	68.61%
CYP3A4 substrate	+	0.6832	68.32%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.6531	65.31%
CYP2C9 inhibition	-	0.6577	65.77%
CYP2C19 inhibition	-	0.6792	67.92%
CYP2D6 inhibition	-	0.8188	81.88%
CYP1A2 inhibition	-	0.7070	70.70%
CYP2C8 inhibition	+	0.7607	76.07%
CYP inhibitory promiscuity	-	0.6136	61.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5000	50.00%
Carcinogenicity (trinary)	Non-required	0.5728	57.28%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.9601	96.01%
Skin irritation	-	0.7643	76.43%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4275	42.75%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8389	83.89%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8279	82.79%
Acute Oral Toxicity (c)	III	0.5831	58.31%
Estrogen receptor binding	+	0.7217	72.17%
Androgen receptor binding	+	0.7974	79.74%
Thyroid receptor binding	-	0.5230	52.30%
Glucocorticoid receptor binding	+	0.7598	75.98%
Aromatase binding	-	0.6858	68.58%
PPAR gamma	+	0.6054	60.54%
Honey bee toxicity	-	0.8085	80.85%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	98.49%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.17%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.63%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.01%	94.45%
CHEMBL2535	P11166	Glucose transporter	95.20%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.41%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.91%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.94%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.35%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.41%	94.33%
CHEMBL255	P29275	Adenosine A2b receptor	85.77%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.92%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.65%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.21%	94.80%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.89%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.83%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.35%	89.44%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.17%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.50%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.40%	98.75%

Plants that contains it

• Cryptocarya lividula
• Euphorbia pannonica
• Ixeris chinensis
• Knautia tatarica
• Mitragyna speciosa
• Penstemon gentianoides
• Picris conyzoides

Cross-Links

• PubChem: 10552557
• NPASS: NPC195593
• LOTUS: LTS0198049
• wikiData: Q105016964