2-Hydroxy-11-methoxy-14-methyl-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.01,13.03,8]hexadeca-3,5,7,10-tetraene-12,15-dione

Details

• Internal ID: 57205789-1193-4f0f-a05c-c5d0016d4542
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Pyridoindolones
• IUPAC Name: 2-hydroxy-11-methoxy-14-methyl-9-(2-methylbut-3-en-2-yl)-2,13,16-triazatetracyclo[7.7.0.01,13.03,8]hexadeca-3,5,7,10-tetraene-12,15-dione
• SMILES (Canonical): CC1C(=O)NC23N1C(=O)C(=CC2(C4=CC=CC=C4N3O)C(C)(C)C=C)OC
• SMILES (Isomeric): CC1C(=O)NC23N1C(=O)C(=CC2(C4=CC=CC=C4N3O)C(C)(C)C=C)OC
• InChI: InChI=1S/C20H23N3O4/c1-6-18(3,4)19-11-15(27-5)17(25)22-12(2)16(24)21-20(19,22)23(26)14-10-8-7-9-13(14)19/h6-12,26H,1H2,2-5H3,(H,21,24)
• InChI Key: YXPGFDAICHAMPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃N₃O₄
• Molecular Weight: 369.40 g/mol
• Exact Mass: 369.16885622 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8831	88.31%
Caco-2	-	0.5127	51.27%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5441	54.41%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6248	62.48%
P-glycoprotein inhibitior	-	0.6438	64.38%
P-glycoprotein substrate	-	0.6460	64.60%
CYP3A4 substrate	+	0.6363	63.63%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.6682	66.82%
CYP2C9 inhibition	-	0.5982	59.82%
CYP2C19 inhibition	-	0.6169	61.69%
CYP2D6 inhibition	-	0.8341	83.41%
CYP1A2 inhibition	-	0.7014	70.14%
CYP2C8 inhibition	+	0.4575	45.75%
CYP inhibitory promiscuity	-	0.7473	74.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4932	49.32%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9582	95.82%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9254	92.54%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4176	41.76%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5428	54.28%
skin sensitisation	-	0.8455	84.55%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6101	61.01%
Acute Oral Toxicity (c)	III	0.5825	58.25%
Estrogen receptor binding	+	0.5779	57.79%
Androgen receptor binding	+	0.7292	72.92%
Thyroid receptor binding	+	0.6781	67.81%
Glucocorticoid receptor binding	-	0.4670	46.70%
Aromatase binding	+	0.6827	68.27%
PPAR gamma	+	0.6879	68.79%
Honey bee toxicity	-	0.6693	66.93%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9369	93.69%

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	96.63%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.38%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.50%	90.00%
CHEMBL2535	P11166	Glucose transporter	86.17%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.05%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.85%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162815993
• LOTUS: LTS0273663
• wikiData: Q104202170