(12S,15R,16S,17R)-11,11,15-trimethyl-10,19-dioxa-2-azapentacyclo[14.2.1.03,8.09,18.012,17]nonadeca-1,3,5,7,9(18)-pentaen-15-ol

Details

• Internal ID: 526e0682-d677-4277-9e13-523cf300cca9
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: (12S,15R,16S,17R)-11,11,15-trimethyl-10,19-dioxa-2-azapentacyclo[14.2.1.03,8.09,18.012,17]nonadeca-1,3,5,7,9(18)-pentaen-15-ol
• SMILES (Canonical): CC1(C2CCC(C3C2C4=C(O1)C5=CC=CC=C5N=C4O3)(C)O)C
• SMILES (Isomeric): C[C@]1(CC[C@H]2[C@H]3[C@@H]1OC4=NC5=CC=CC=C5C(=C34)OC2(C)C)O
• InChI: InChI=1S/C19H21NO3/c1-18(2)11-8-9-19(3,21)16-13(11)14-15(23-18)10-6-4-5-7-12(10)20-17(14)22-16/h4-7,11,13,16,21H,8-9H2,1-3H3/t11-,13+,16-,19+/m0/s1
• InChI Key: ZZWKUCUVFIMADQ-PPXGNENGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₁NO₃
• Molecular Weight: 311.40 g/mol
• Exact Mass: 311.15214353 g/mol
• Topological Polar Surface Area (TPSA): 51.60 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.5736	57.36%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6727	67.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9048	90.48%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4796	47.96%
P-glycoprotein inhibitior	-	0.7879	78.79%
P-glycoprotein substrate	-	0.7015	70.15%
CYP3A4 substrate	+	0.6410	64.10%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.6885	68.85%
CYP3A4 inhibition	-	0.9673	96.73%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.7791	77.91%
CYP2D6 inhibition	-	0.9033	90.33%
CYP1A2 inhibition	+	0.6867	68.67%
CYP2C8 inhibition	+	0.6613	66.13%
CYP inhibitory promiscuity	-	0.8694	86.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5210	52.10%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8716	87.16%
Skin irritation	-	0.7809	78.09%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5701	57.01%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5320	53.20%
skin sensitisation	-	0.7782	77.82%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6831	68.31%
Acute Oral Toxicity (c)	III	0.5846	58.46%
Estrogen receptor binding	+	0.9275	92.75%
Androgen receptor binding	+	0.7628	76.28%
Thyroid receptor binding	+	0.6597	65.97%
Glucocorticoid receptor binding	+	0.6934	69.34%
Aromatase binding	+	0.6501	65.01%
PPAR gamma	+	0.7749	77.49%
Honey bee toxicity	-	0.9184	91.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.5215	52.15%

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	96.69%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.26%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.22%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.43%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.94%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.12%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	83.57%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.56%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.25%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.05%	100.00%

Plants that contains it

• Eriostemon australasius

Cross-Links

• PubChem: 162859249
• LOTUS: LTS0258619
• wikiData: Q105387153