1-(Dimethylamino)-13-ethenyl-5-oxo-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-triene-11-carboxylic acid

Details

• Internal ID: 5da99a50-364a-47a9-80a9-191e83cabe60
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydroxypyridines
• IUPAC Name: 1-(dimethylamino)-13-ethenyl-5-oxo-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-triene-11-carboxylic acid
• SMILES (Canonical): CN(C)C12CC(=CC(C1C=C)CC3=C2C=CC(=O)N3)C(=O)O
• SMILES (Isomeric): CN(C)C12CC(=CC(C1C=C)CC3=C2C=CC(=O)N3)C(=O)O
• InChI: InChI=1S/C17H20N2O3/c1-4-12-10-7-11(16(21)22)9-17(12,19(2)3)13-5-6-15(20)18-14(13)8-10/h4-7,10,12H,1,8-9H2,2-3H3,(H,18,20)(H,21,22)
• InChI Key: HWPHEPOWULNHKC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₂O₃
• Molecular Weight: 300.35 g/mol
• Exact Mass: 300.14739250 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 3
• 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	+	0.9814	98.14%
Caco-2	+	0.4934	49.34%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5756	57.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9356	93.56%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8590	85.90%
P-glycoprotein inhibitior	-	0.9062	90.62%
P-glycoprotein substrate	-	0.7790	77.90%
CYP3A4 substrate	+	0.5674	56.74%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.7826	78.26%
CYP3A4 inhibition	-	0.7563	75.63%
CYP2C9 inhibition	-	0.6226	62.26%
CYP2C19 inhibition	-	0.7326	73.26%
CYP2D6 inhibition	-	0.8596	85.96%
CYP1A2 inhibition	-	0.6635	66.35%
CYP2C8 inhibition	-	0.7887	78.87%
CYP inhibitory promiscuity	-	0.7258	72.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6561	65.61%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6014	60.14%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.6413	64.13%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6697	66.97%
Acute Oral Toxicity (c)	III	0.5089	50.89%
Estrogen receptor binding	-	0.7228	72.28%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5355	53.55%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	-	0.7016	70.16%
PPAR gamma	+	0.5784	57.84%
Honey bee toxicity	-	0.8686	86.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9836	98.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.78%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.36%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.55%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.71%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	87.33%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	86.41%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.98%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.95%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	83.85%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	82.87%	90.17%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.45%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162969305
• LOTUS: LTS0211057
• wikiData: Q105034768