(1S,12R,13R)-5-methoxy-12-(2-methoxyphenyl)-6-methyl-16-oxa-7-azatetracyclo[11.2.1.02,11.03,8]hexadeca-2(11),3(8),5,9-tetraen-4-one

Details

• Internal ID: 057bae51-a8bb-48fc-86d1-c1b6369137bf
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Hydroquinolones
• IUPAC Name: (1S,12R,13R)-5-methoxy-12-(2-methoxyphenyl)-6-methyl-16-oxa-7-azatetracyclo[11.2.1.02,11.03,8]hexadeca-2(11),3(8),5,9-tetraen-4-one
• SMILES (Canonical): CC1=C(C(=O)C2=C(N1)C=CC3=C2C4CCC(C3C5=CC=CC=C5OC)O4)OC
• SMILES (Isomeric): CC1=C(C(=O)C2=C(N1)C=CC3=C2[C@@H]4CC[C@H]([C@H]3C5=CC=CC=C5OC)O4)OC
• InChI: InChI=1S/C23H23NO4/c1-12-23(27-3)22(25)21-15(24-12)9-8-14-19(13-6-4-5-7-16(13)26-2)17-10-11-18(28-17)20(14)21/h4-9,17-19H,10-11H2,1-3H3,(H,24,25)/t17-,18+,19+/m1/s1
• InChI Key: MYNMNWGJFAEUKU-QYZOEREBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₃NO₄
• Molecular Weight: 377.40 g/mol
• Exact Mass: 377.16270821 g/mol
• Topological Polar Surface Area (TPSA): 56.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.22
• H-Bond Acceptor: 4
• 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	+	0.9881	98.81%
Caco-2	+	0.7060	70.60%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7644	76.44%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8836	88.36%
P-glycoprotein inhibitior	+	0.8563	85.63%
P-glycoprotein substrate	-	0.6941	69.41%
CYP3A4 substrate	+	0.6791	67.91%
CYP2C9 substrate	+	0.7861	78.61%
CYP2D6 substrate	-	0.7959	79.59%
CYP3A4 inhibition	+	0.8708	87.08%
CYP2C9 inhibition	-	0.6515	65.15%
CYP2C19 inhibition	+	0.6107	61.07%
CYP2D6 inhibition	-	0.8774	87.74%
CYP1A2 inhibition	+	0.7610	76.10%
CYP2C8 inhibition	+	0.6336	63.36%
CYP inhibitory promiscuity	+	0.8141	81.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4806	48.06%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9452	94.52%
Skin irritation	-	0.8393	83.93%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8167	81.67%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4697	46.97%
Acute Oral Toxicity (c)	III	0.6204	62.04%
Estrogen receptor binding	+	0.8101	81.01%
Androgen receptor binding	+	0.8322	83.22%
Thyroid receptor binding	+	0.7247	72.47%
Glucocorticoid receptor binding	+	0.8387	83.87%
Aromatase binding	-	0.5470	54.70%
PPAR gamma	+	0.6873	68.73%
Honey bee toxicity	-	0.8959	89.59%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	-	0.6322	63.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.59%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.19%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.95%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.05%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	90.81%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.14%	94.00%
CHEMBL2535	P11166	Glucose transporter	89.15%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.15%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.59%	97.09%
CHEMBL2581	P07339	Cathepsin D	88.50%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.67%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.15%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.47%	96.21%
CHEMBL4302	P08183	P-glycoprotein 1	85.77%	92.98%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.23%	86.33%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.68%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.43%	94.03%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.65%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.58%	92.62%
CHEMBL5028	O14672	ADAM10	80.07%	97.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.07%	88.56%

Plants that contains it

• Melochia chamaedrys

Cross-Links

• PubChem: 163045812
• LOTUS: LTS0047005
• wikiData: Q105175049