23-Hydroxy-5-methoxy-12,12-dimethyl-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-1(25),2(7),3,5-tetraene-16,22,24-trione

Details

• Internal ID: e1fec804-1950-43dd-bf95-fccacdada5b2
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: 23-hydroxy-5-methoxy-12,12-dimethyl-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-1(25),2(7),3,5-tetraene-16,22,24-trione
• SMILES (Canonical): CC(=CC1N2C3=C(C=CC(=C3)OC)C4=C2C(CC(OO1)(C)C)N5C(=O)C6CCCN6C(=O)C5(C4=O)O)C
• SMILES (Isomeric): CC(=CC1N2C3=C(C=CC(=C3)OC)C4=C2C(CC(OO1)(C)C)N5C(=O)C6CCCN6C(=O)C5(C4=O)O)C
• InChI: InChI=1S/C27H31N3O7/c1-14(2)11-20-29-18-12-15(35-5)8-9-16(18)21-22(29)19(13-26(3,4)37-36-20)30-24(32)17-7-6-10-28(17)25(33)27(30,34)23(21)31/h8-9,11-12,17,19-20,34H,6-7,10,13H2,1-5H3
• InChI Key: UZFGSEBLPZQQGI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₁N₃O₇
• Molecular Weight: 509.50 g/mol
• Exact Mass: 509.21620034 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9250	92.50%
Caco-2	-	0.5859	58.59%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6555	65.55%
OATP2B1 inhibitior	-	0.7152	71.52%
OATP1B1 inhibitior	+	0.8452	84.52%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9598	95.98%
P-glycoprotein inhibitior	+	0.8171	81.71%
P-glycoprotein substrate	+	0.5837	58.37%
CYP3A4 substrate	+	0.7103	71.03%
CYP2C9 substrate	+	0.6142	61.42%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.9047	90.47%
CYP2C9 inhibition	-	0.8458	84.58%
CYP2C19 inhibition	-	0.7876	78.76%
CYP2D6 inhibition	-	0.8774	87.74%
CYP1A2 inhibition	-	0.7077	70.77%
CYP2C8 inhibition	+	0.5974	59.74%
CYP inhibitory promiscuity	-	0.7659	76.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4912	49.12%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9407	94.07%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9318	93.18%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4040	40.40%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5356	53.56%
skin sensitisation	-	0.8689	86.89%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4721	47.21%
Acute Oral Toxicity (c)	III	0.6334	63.34%
Estrogen receptor binding	+	0.8114	81.14%
Androgen receptor binding	+	0.7878	78.78%
Thyroid receptor binding	+	0.5248	52.48%
Glucocorticoid receptor binding	+	0.8308	83.08%
Aromatase binding	+	0.7752	77.52%
PPAR gamma	+	0.6934	69.34%
Honey bee toxicity	-	0.7353	73.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9104	91.04%

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	99.38%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.06%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.04%	95.89%
CHEMBL1902	P62942	FK506-binding protein 1A	95.40%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.34%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.24%	93.40%
CHEMBL1871	P10275	Androgen Receptor	93.90%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.84%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.08%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.16%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.25%	94.00%
CHEMBL4208	P20618	Proteasome component C5	85.84%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.19%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.51%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.79%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.86%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.70%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.55%	82.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.97%	91.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162953544
• LOTUS: LTS0187514
• wikiData: Q104199107