(1S,2R,14R,15S)-4-methoxy-16,16,25-trimethyl-8,12,17-trioxa-25-azaheptacyclo[13.12.0.02,14.03,11.05,9.018,27.019,24]heptacosa-3(11),4,6,9,18(27),19,21,23-octaene-13,26-dione

Details

• Internal ID: dae9f855-2427-4237-acdd-18f5ad203bc8
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: (1S,2R,14R,15S)-4-methoxy-16,16,25-trimethyl-8,12,17-trioxa-25-azaheptacyclo[13.12.0.02,14.03,11.05,9.018,27.019,24]heptacosa-3(11),4,6,9,18(27),19,21,23-octaene-13,26-dione
• SMILES (Canonical): CC1(C2C(C3C2C(=O)OC4=C3C(=C5C=COC5=C4)OC)C6=C(O1)C7=CC=CC=C7N(C6=O)C)C
• SMILES (Isomeric): CC1([C@H]2[C@H]([C@@H]3[C@H]2C(=O)OC4=C3C(=C5C=COC5=C4)OC)C6=C(O1)C7=CC=CC=C7N(C6=O)C)C
• InChI: InChI=1S/C27H23NO6/c1-27(2)22-19(21-24(34-27)12-7-5-6-8-14(12)28(3)25(21)29)18-17-16(33-26(30)20(18)22)11-15-13(9-10-32-15)23(17)31-4/h5-11,18-20,22H,1-4H3/t18-,19-,20-,22+/m1/s1
• InChI Key: MGCOJCARLWDEQN-VMBXEPDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₃NO₆
• Molecular Weight: 457.50 g/mol
• Exact Mass: 457.15253745 g/mol
• Topological Polar Surface Area (TPSA): 78.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.50
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8863	88.63%
Caco-2	+	0.5826	58.26%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5053	50.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8867	88.67%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8189	81.89%
P-glycoprotein inhibitior	+	0.8964	89.64%
P-glycoprotein substrate	+	0.5077	50.77%
CYP3A4 substrate	+	0.7058	70.58%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8695	86.95%
CYP3A4 inhibition	-	0.5980	59.80%
CYP2C9 inhibition	-	0.6625	66.25%
CYP2C19 inhibition	+	0.6460	64.60%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	+	0.6914	69.14%
CYP2C8 inhibition	+	0.5630	56.30%
CYP inhibitory promiscuity	-	0.6104	61.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Danger	0.4890	48.90%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8796	87.96%
Skin irritation	-	0.8397	83.97%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9291	92.91%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5677	56.77%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8225	82.25%
Acute Oral Toxicity (c)	III	0.5881	58.81%
Estrogen receptor binding	+	0.8482	84.82%
Androgen receptor binding	+	0.8362	83.62%
Thyroid receptor binding	+	0.6329	63.29%
Glucocorticoid receptor binding	+	0.8343	83.43%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7736	77.36%
Honey bee toxicity	-	0.7307	73.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	+	0.9006	90.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.13%	89.76%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.01%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.40%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.50%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.47%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	91.38%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.28%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.53%	94.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	88.50%	80.78%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.16%	93.65%
CHEMBL255	P29275	Adenosine A2b receptor	85.94%	98.59%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.82%	97.14%
CHEMBL4040	P28482	MAP kinase ERK2	83.22%	83.82%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.69%	85.49%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.50%	94.03%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.52%	85.94%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.04%	94.42%
CHEMBL226	P30542	Adenosine A1 receptor	80.86%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.60%	96.77%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.20%	90.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.01%	95.83%

Plants that contains it

• Melicope denhamii

Cross-Links

• PubChem: 57341017
• LOTUS: LTS0109640
• wikiData: Q105163206