17-Hydroxy-4,5-dimethoxy-2-oxa-11-azatetracyclo[8.7.1.03,8.014,18]octadeca-1(17),3(8),4,6,10,12,14(18),15-octaen-9-one

Details

• Internal ID: 509eb415-fdd6-456d-945d-369515cf3e80
• Taxonomy: Organoheterocyclic compounds > Benzoxepines > Dibenzoxepines
• IUPAC Name: 17-hydroxy-4,5-dimethoxy-2-oxa-11-azatetracyclo[8.7.1.03,8.014,18]octadeca-1(17),3(8),4,6,10,12,14(18),15-octaen-9-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C(=O)C3=NC=CC4=C3C(=C(C=C4)O)O2)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C(=O)C3=NC=CC4=C3C(=C(C=C4)O)O2)OC
• InChI: InChI=1S/C18H13NO5/c1-22-12-6-4-10-15(21)14-13-9(7-8-19-14)3-5-11(20)17(13)24-16(10)18(12)23-2/h3-8,20H,1-2H3
• InChI Key: GNZFAFYCESGELU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₃NO₅
• Molecular Weight: 323.30 g/mol
• Exact Mass: 323.07937252 g/mol
• Topological Polar Surface Area (TPSA): 77.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9662	96.62%
Caco-2	+	0.6541	65.41%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5959	59.59%
OATP2B1 inhibitior	-	0.7225	72.25%
OATP1B1 inhibitior	+	0.9574	95.74%
OATP1B3 inhibitior	+	0.9660	96.60%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7451	74.51%
P-glycoprotein inhibitior	+	0.6293	62.93%
P-glycoprotein substrate	-	0.7984	79.84%
CYP3A4 substrate	+	0.5235	52.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7782	77.82%
CYP3A4 inhibition	+	0.6534	65.34%
CYP2C9 inhibition	-	0.9671	96.71%
CYP2C19 inhibition	+	0.6475	64.75%
CYP2D6 inhibition	-	0.8301	83.01%
CYP1A2 inhibition	+	0.6253	62.53%
CYP2C8 inhibition	+	0.6844	68.44%
CYP inhibitory promiscuity	-	0.6208	62.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.6143	61.43%
Skin irritation	-	0.7998	79.98%
Skin corrosion	-	0.9720	97.20%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6130	61.30%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6532	65.32%
skin sensitisation	-	0.8996	89.96%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6011	60.11%
Acute Oral Toxicity (c)	III	0.6055	60.55%
Estrogen receptor binding	+	0.7508	75.08%
Androgen receptor binding	+	0.7673	76.73%
Thyroid receptor binding	+	0.7675	76.75%
Glucocorticoid receptor binding	+	0.9467	94.67%
Aromatase binding	+	0.8714	87.14%
PPAR gamma	+	0.8261	82.61%
Honey bee toxicity	-	0.9026	90.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	-	0.6513	65.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.20%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.06%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.18%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.96%	99.23%
CHEMBL2535	P11166	Glucose transporter	93.55%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.31%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.63%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.55%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	89.83%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.28%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	88.95%	92.83%
CHEMBL1255126	O15151	Protein Mdm4	88.11%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.64%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.29%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.86%	80.78%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.69%	94.42%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.55%	94.03%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.08%	96.67%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.06%	93.65%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.39%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.92%	93.99%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.21%	95.78%
CHEMBL4040	P28482	MAP kinase ERK2	80.33%	83.82%

Plants that contains it

• Sarcocapnos crassifolia

Cross-Links

• PubChem: 14194055
• LOTUS: LTS0051098
• wikiData: Q105013494