2-[(4R)-7,16-dimethoxy-5,12-dioxa-10-azatetracyclo[7.7.0.02,6.011,15]hexadeca-1,6,8,10,13,15-hexaen-4-yl]propan-2-ol

Details

• Internal ID: b084af92-a2d5-4d8c-b00f-1f837aac546f
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 2-[(4R)-7,16-dimethoxy-5,12-dioxa-10-azatetracyclo[7.7.0.02,6.011,15]hexadeca-1,6,8,10,13,15-hexaen-4-yl]propan-2-ol
• SMILES (Canonical): CC(C)(C1CC2=C3C(=CC(=C2O1)OC)N=C4C(=C3OC)C=CO4)O
• SMILES (Isomeric): CC(C)([C@H]1CC2=C3C(=CC(=C2O1)OC)N=C4C(=C3OC)C=CO4)O
• InChI: InChI=1S/C18H19NO5/c1-18(2,20)13-7-10-14-11(8-12(21-3)15(10)24-13)19-17-9(5-6-23-17)16(14)22-4/h5-6,8,13,20H,7H2,1-4H3/t13-/m1/s1
• InChI Key: OCKCNDIOPSOBNM-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₉NO₅
• Molecular Weight: 329.30 g/mol
• Exact Mass: 329.12632271 g/mol
• Topological Polar Surface Area (TPSA): 74.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.6662	66.62%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6321	63.21%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9421	94.21%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5488	54.88%
P-glycoprotein inhibitior	-	0.7418	74.18%
P-glycoprotein substrate	-	0.6415	64.15%
CYP3A4 substrate	+	0.5870	58.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7367	73.67%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9008	90.08%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.8696	86.96%
CYP1A2 inhibition	+	0.7454	74.54%
CYP2C8 inhibition	+	0.7257	72.57%
CYP inhibitory promiscuity	-	0.7763	77.63%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4906	49.06%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.7685	76.85%
Skin irritation	-	0.8096	80.96%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7170	71.70%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8331	83.31%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8536	85.36%
Acute Oral Toxicity (c)	III	0.5672	56.72%
Estrogen receptor binding	+	0.6806	68.06%
Androgen receptor binding	+	0.6455	64.55%
Thyroid receptor binding	+	0.7960	79.60%
Glucocorticoid receptor binding	+	0.8172	81.72%
Aromatase binding	+	0.7651	76.51%
PPAR gamma	+	0.8813	88.13%
Honey bee toxicity	-	0.8561	85.61%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6751	67.51%
Fish aquatic toxicity	-	0.5994	59.94%

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	97.62%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.08%	94.00%
CHEMBL5747	Q92793	CREB-binding protein	95.78%	95.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.22%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.64%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.91%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.76%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	89.10%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.94%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	87.98%	94.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.95%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.91%	96.09%
CHEMBL2535	P11166	Glucose transporter	84.87%	98.75%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	84.56%	89.32%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	84.41%	98.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.31%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.91%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.68%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.63%	92.94%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.32%	100.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.31%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	82.12%	94.73%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.52%	96.39%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.98%	95.78%

Plants that contains it

• Choisya ternata

Cross-Links

• PubChem: 162871928
• LOTUS: LTS0212377
• wikiData: Q105189415