(1S,12S)-5,7,16,18-tetraoxa-23-azahexacyclo[10.10.1.02,10.04,8.013,21.015,19]tricosa-2,4(8),9,13,15(19),20-hexaene

Details

• Internal ID: 3cf3ce17-a075-4762-a421-87e30e7a0bcd
• Taxonomy: Alkaloids and derivatives > Pavine alkaloids
• IUPAC Name: (1S,12S)-5,7,16,18-tetraoxa-23-azahexacyclo[10.10.1.02,10.04,8.013,21.015,19]tricosa-2,4(8),9,13,15(19),20-hexaene
• SMILES (Canonical): C1C2C3=CC4=C(C=C3CC(N2)C5=CC6=C(C=C51)OCO6)OCO4
• SMILES (Isomeric): C1[C@H]2C3=CC4=C(C=C3C[C@H](N2)C5=CC6=C(C=C51)OCO6)OCO4
• InChI: InChI=1S/C18H15NO4/c1-9-3-15-17(22-7-20-15)5-11(9)14-2-10-4-16-18(23-8-21-16)6-12(10)13(1)19-14/h3-6,13-14,19H,1-2,7-8H2/t13-,14-/m0/s1
• InChI Key: QFWIRSVIYQGEPI-KBPBESRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₅NO₄
• Molecular Weight: 309.30 g/mol
• Exact Mass: 309.10010796 g/mol
• Topological Polar Surface Area (TPSA): 49.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.63
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• SCHEMBL7999291

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.7516	75.16%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4539	45.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9567	95.67%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9174	91.74%
P-glycoprotein inhibitior	-	0.4774	47.74%
P-glycoprotein substrate	-	0.9318	93.18%
CYP3A4 substrate	-	0.6661	66.61%
CYP2C9 substrate	-	0.8132	81.32%
CYP2D6 substrate	+	0.5559	55.59%
CYP3A4 inhibition	+	0.5325	53.25%
CYP2C9 inhibition	-	0.7050	70.50%
CYP2C19 inhibition	-	0.6118	61.18%
CYP2D6 inhibition	+	0.7844	78.44%
CYP1A2 inhibition	+	0.7313	73.13%
CYP2C8 inhibition	-	0.9344	93.44%
CYP inhibitory promiscuity	+	0.6998	69.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.5101	51.01%
Skin irritation	-	0.6306	63.06%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7606	76.06%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8190	81.90%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6313	63.13%
Acute Oral Toxicity (c)	III	0.6348	63.48%
Estrogen receptor binding	+	0.8934	89.34%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7537	75.37%
Glucocorticoid receptor binding	+	0.6229	62.29%
Aromatase binding	+	0.7172	71.72%
PPAR gamma	+	0.8740	87.40%
Honey bee toxicity	-	0.7628	76.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.6847	68.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.40%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.58%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.25%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.99%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.63%	96.77%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.02%	93.99%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.40%	80.96%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.09%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.75%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	81.97%	98.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.18%	90.24%

Plants that contains it

• Andira surinamensis
• Aralia hispida
• Baeckea frutescens
• Balanophora polyandra
• Boeberastrum anthemidifolium
• Chenopodiastrum murale
• Chenopodium quinoa
• Citrus medica
• Coprosma foetidissima
• Cryptocarya chinensis
• Davidsonia pruriens
• Echinochloa crus-galli
• Eriocephalus kingesii
• Geranium collinum
• Girgensohnia oppositiflora
• Harpullia cupanioides
• Isodon eriocalyx
• Lilium pomponium
• Lychnophora pinaster
• Marrubium parviflorum
• Microglossa pyrifolia
• Parthenium confertum
• Polygonatum orientale
• Psathyrotes ramosissima
• Scleropyrum pentandrum
• Selliguea hastata
• Trifolium diffusum
• Veronica stricta
• Youngia japonica
• Zanthoxylum acuminatum subsp. juniperinum

Cross-Links

• PubChem: 11012304
• NPASS: NPC289795
• LOTUS: LTS0162819
• wikiData: Q105219818