6-[1-(2-Aminobenzoyloxy)ethyl]-1-phenazinecarboxylic acid

Details

• Internal ID: 4547c033-5f9c-45ec-8c0c-6201bcc9169a
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinoxalines > Phenazines and derivatives
• IUPAC Name: 6-[(1R)-1-(2-aminobenzoyl)oxyethyl]phenazine-1-carboxylic acid
• SMILES (Canonical): CC(C1=C2C(=CC=C1)N=C3C(=N2)C=CC=C3C(=O)O)OC(=O)C4=CC=CC=C4N
• SMILES (Isomeric): C[C@H](C1=C2C(=CC=C1)N=C3C(=N2)C=CC=C3C(=O)O)OC(=O)C4=CC=CC=C4N
• InChI: InChI=1S/C22H17N3O4/c1-12(29-22(28)14-6-2-3-9-16(14)23)13-7-4-10-17-19(13)24-18-11-5-8-15(21(26)27)20(18)25-17/h2-12H,23H2,1H3,(H,26,27)/t12-/m1/s1
• InChI Key: ZXBLICLASCFKAG-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₇N₃O₄
• Molecular Weight: 387.40 g/mol
• Exact Mass: 387.12190603 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 6-[1-(2-aminobenzoyloxy)ethyl]-1-phenazinecarboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9281	92.81%
Caco-2	-	0.6385	63.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7370	73.70%
OATP2B1 inhibitior	-	0.7165	71.65%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8384	83.84%
P-glycoprotein inhibitior	-	0.4914	49.14%
P-glycoprotein substrate	-	0.7346	73.46%
CYP3A4 substrate	-	0.5633	56.33%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	-	0.9016	90.16%
CYP3A4 inhibition	-	0.9028	90.28%
CYP2C9 inhibition	-	0.7661	76.61%
CYP2C19 inhibition	-	0.7906	79.06%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	+	0.6045	60.45%
CYP2C8 inhibition	+	0.4692	46.92%
CYP inhibitory promiscuity	-	0.7993	79.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8757	87.57%
Carcinogenicity (trinary)	Non-required	0.5266	52.66%
Eye corrosion	-	0.9960	99.60%
Eye irritation	-	0.9382	93.82%
Skin irritation	-	0.8198	81.98%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5369	53.69%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9554	95.54%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5976	59.76%
Acute Oral Toxicity (c)	III	0.5437	54.37%
Estrogen receptor binding	+	0.8183	81.83%
Androgen receptor binding	+	0.7548	75.48%
Thyroid receptor binding	+	0.6019	60.19%
Glucocorticoid receptor binding	+	0.8040	80.40%
Aromatase binding	+	0.6071	60.71%
PPAR gamma	+	0.7794	77.94%
Honey bee toxicity	-	0.7725	77.25%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.7033	70.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.45%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.19%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.00%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.33%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.41%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.38%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	87.72%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.86%	96.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.50%	87.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683027
• LOTUS: LTS0029632
• wikiData: Q105385379