(1S,16S,17S,18S)-5,7-dioxa-11-azapentacyclo[9.6.1.02,10.04,8.014,18]octadeca-2,4(8),9,14-tetraene-16,17-diol

Details

• Internal ID: 3009c215-a77d-4f88-9d3a-264d7b4e4a2a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (1S,16S,17S,18S)-5,7-dioxa-11-azapentacyclo[9.6.1.02,10.04,8.014,18]octadeca-2,4(8),9,14-tetraene-16,17-diol
• InChI: InChI=1S/C15H15NO4/c17-10-3-7-1-2-16-9-5-12-11(19-6-20-12)4-8(9)13(14(7)16)15(10)18/h3-5,10,13-15,17-18H,1-2,6H2/t10-,13-,14+,15+/m0/s1
• InChI Key: KQAOMBGKIWRWNA-BSLXNSKLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅NO₄
• Molecular Weight: 273.28 g/mol
• Exact Mass: 273.10010796 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.75
• H-Bond Acceptor: 5
• 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	+	0.9200	92.00%
Caco-2	+	0.6008	60.08%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7009	70.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9250	92.50%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6958	69.58%
P-glycoprotein inhibitior	-	0.9034	90.34%
P-glycoprotein substrate	-	0.8198	81.98%
CYP3A4 substrate	-	0.5089	50.89%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	+	0.3971	39.71%
CYP3A4 inhibition	-	0.7900	79.00%
CYP2C9 inhibition	-	0.7263	72.63%
CYP2C19 inhibition	-	0.7823	78.23%
CYP2D6 inhibition	+	0.7867	78.67%
CYP1A2 inhibition	+	0.8080	80.80%
CYP2C8 inhibition	-	0.8984	89.84%
CYP inhibitory promiscuity	-	0.5333	53.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4495	44.95%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.8914	89.14%
Skin irritation	-	0.7404	74.04%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6863	68.63%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8000	80.00%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6942	69.42%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	-	0.5948	59.48%
Androgen receptor binding	+	0.5330	53.30%
Thyroid receptor binding	+	0.6810	68.10%
Glucocorticoid receptor binding	+	0.5717	57.17%
Aromatase binding	-	0.7248	72.48%
PPAR gamma	+	0.6900	69.00%
Honey bee toxicity	-	0.8379	83.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9056	90.56%

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	95.80%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.32%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.06%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.70%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.41%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.40%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.06%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.03%	90.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.96%	90.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.71%	95.89%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.90%	98.46%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.26%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.62%	89.62%

Plants that contains it

• Lycoris incarnata

Cross-Links

• PubChem: 15215054
• LOTUS: LTS0276142
• wikiData: Q105144437