15-Hydroxy-6,6,19,19-tetramethyl-5,18-dioxa-2-azapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4(9),7,10,15,17(22),20-octaen-13-one

Details

• Internal ID: 4364046b-321d-4961-b1c6-880adf8c1fcc
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Acridines > Acridones
• IUPAC Name: 15-hydroxy-6,6,19,19-tetramethyl-5,18-dioxa-2-azapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),3(12),4(9),7,10,15,17(22),20-octaen-13-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=C(C=C2)C(=O)C4=C(N3)C5=C(C=C4O)OC(C=C5)(C)C)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=C(C=C2)C(=O)C4=C(N3)C5=C(C=C4O)OC(C=C5)(C)C)C
• InChI: InChI=1S/C23H21NO4/c1-22(2)10-8-13-16(27-22)11-15(25)17-18(13)24-19-14(20(17)26)6-5-12-7-9-23(3,4)28-21(12)19/h5-11,25H,1-4H3,(H,24,26)
• InChI Key: CAGZUCKUDRONAO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₁NO₄
• Molecular Weight: 375.40 g/mol
• Exact Mass: 375.14705815 g/mol
• Topological Polar Surface Area (TPSA): 67.80 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.6343	63.43%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5782	57.82%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9441	94.41%
P-glycoprotein inhibitior	+	0.6865	68.65%
P-glycoprotein substrate	-	0.5139	51.39%
CYP3A4 substrate	+	0.5737	57.37%
CYP2C9 substrate	-	0.6147	61.47%
CYP2D6 substrate	-	0.8369	83.69%
CYP3A4 inhibition	-	0.8028	80.28%
CYP2C9 inhibition	-	0.6106	61.06%
CYP2C19 inhibition	+	0.5828	58.28%
CYP2D6 inhibition	-	0.8825	88.25%
CYP1A2 inhibition	+	0.6978	69.78%
CYP2C8 inhibition	+	0.4590	45.90%
CYP inhibitory promiscuity	+	0.5410	54.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5269	52.69%
Eye corrosion	-	0.9929	99.29%
Eye irritation	+	0.8455	84.55%
Skin irritation	-	0.8283	82.83%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6765	67.65%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5666	56.66%
skin sensitisation	-	0.8054	80.54%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5953	59.53%
Acute Oral Toxicity (c)	III	0.6952	69.52%
Estrogen receptor binding	+	0.9334	93.34%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	+	0.8755	87.55%
Glucocorticoid receptor binding	+	0.8974	89.74%
Aromatase binding	+	0.7642	76.42%
PPAR gamma	+	0.8627	86.27%
Honey bee toxicity	-	0.8908	89.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7101	71.01%

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	99.29%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.85%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	97.95%	91.49%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	95.63%	85.30%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.36%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	93.19%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.94%	89.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	91.59%	93.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.07%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.17%	96.09%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	89.81%	80.96%
CHEMBL3401	O75469	Pregnane X receptor	88.26%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.83%	93.40%
CHEMBL255	P29275	Adenosine A2b receptor	86.22%	98.59%
CHEMBL4208	P20618	Proteasome component C5	85.58%	90.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.46%	95.56%
CHEMBL2535	P11166	Glucose transporter	85.35%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.86%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.74%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.55%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.37%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.73%	94.00%

Plants that contains it

• Glycosmis macrantha

Cross-Links

• PubChem: 162951647
• LOTUS: LTS0195404
• wikiData: Q104951264