(11S,17R,18R)-17-(3,4-dimethoxyphenyl)-16-oxa-1,6,10,23-tetrazatetracyclo[9.8.6.212,15.014,18]heptacosa-12,14,26-triene-19,24-dione

Details

• Internal ID: 1331c719-d83b-4587-a712-85e98f644cb4
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (11S,17R,18R)-17-(3,4-dimethoxyphenyl)-16-oxa-1,6,10,23-tetrazatetracyclo[9.8.6.212,15.014,18]heptacosa-12,14,26-triene-19,24-dione
• SMILES (Canonical): COC1=C(C=C(C=C1)C2C3C4=C(O2)C=CC(=C4)C5CC(=O)NCCCN(C3=O)CCCCNCCCN5)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)[C@H]2[C@H]3C4=C(O2)C=CC(=C4)[C@@H]5CC(=O)NCCCN(C3=O)CCCCNCCCN5)OC
• InChI: InChI=1S/C30H40N4O5/c1-37-25-10-8-21(18-26(25)38-2)29-28-22-17-20(7-9-24(22)39-29)23-19-27(35)33-14-6-16-34(30(28)36)15-4-3-11-31-12-5-13-32-23/h7-10,17-18,23,28-29,31-32H,3-6,11-16,19H2,1-2H3,(H,33,35)/t23-,28+,29-/m0/s1
• InChI Key: ROGWZMZVDLVUGM-QKZGOTKPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀N₄O₅
• Molecular Weight: 536.70 g/mol
• Exact Mass: 536.29987039 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.06
• 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	+	0.9741	97.41%
Caco-2	-	0.7574	75.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5110	51.10%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.9202	92.02%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8349	83.49%
BSEP inhibitior	+	0.9634	96.34%
P-glycoprotein inhibitior	+	0.9160	91.60%
P-glycoprotein substrate	+	0.5785	57.85%
CYP3A4 substrate	+	0.6557	65.57%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	+	0.4660	46.60%
CYP3A4 inhibition	+	0.6433	64.33%
CYP2C9 inhibition	-	0.7776	77.76%
CYP2C19 inhibition	-	0.7667	76.67%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	-	0.8458	84.58%
CYP2C8 inhibition	+	0.4551	45.51%
CYP inhibitory promiscuity	-	0.7129	71.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6201	62.01%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9722	97.22%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	+	0.5856	58.56%
Human Ether-a-go-go-Related Gene inhibition	+	0.8599	85.99%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9004	90.04%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.7438	74.38%
Acute Oral Toxicity (c)	III	0.5542	55.42%
Estrogen receptor binding	+	0.7322	73.22%
Androgen receptor binding	+	0.6819	68.19%
Thyroid receptor binding	+	0.5601	56.01%
Glucocorticoid receptor binding	+	0.6992	69.92%
Aromatase binding	-	0.6391	63.91%
PPAR gamma	+	0.6070	60.70%
Honey bee toxicity	-	0.7920	79.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6835	68.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.87%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.44%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.72%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.41%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.27%	92.94%
CHEMBL3524	P56524	Histone deacetylase 4	92.90%	92.97%
CHEMBL4208	P20618	Proteasome component C5	92.53%	90.00%
CHEMBL228	P31645	Serotonin transporter	91.64%	95.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.38%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.27%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.03%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.87%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.41%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.87%	97.14%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	85.48%	96.39%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.79%	82.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.25%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.03%	94.45%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	81.26%	92.38%
CHEMBL2535	P11166	Glucose transporter	80.89%	98.75%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.64%	90.24%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.24%	93.40%

Plants that contains it

• Ephedra sinica

Cross-Links

• PubChem: 5317049
• NPASS: NPC250893