Phenazine-1,6-dicarboxylic acid

Details

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Internal ID 984f011f-7d07-4402-83be-8fdcef5b2300
Taxonomy Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinoxalines > Phenazines and derivatives
IUPAC Name phenazine-1,6-dicarboxylic acid
SMILES (Canonical) C1=CC(=C2C(=C1)N=C3C(=N2)C=CC=C3C(=O)O)C(=O)O
SMILES (Isomeric) C1=CC(=C2C(=C1)N=C3C(=N2)C=CC=C3C(=O)O)C(=O)O
InChI InChI=1S/C14H8N2O4/c17-13(18)7-3-1-5-9-11(7)16-10-6-2-4-8(14(19)20)12(10)15-9/h1-6H,(H,17,18)(H,19,20)
InChI Key MJALVONLCNWZHK-UHFFFAOYSA-N
Popularity 64 references in papers

Physical and Chemical Properties

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Molecular Formula C14H8N2O4
Molecular Weight 268.22 g/mol
Exact Mass 268.04840674 g/mol
Topological Polar Surface Area (TPSA) 100.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 2.18
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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23462-25-1
1,6-Phenazinedicarboxylic acid
Phenazine-1,6-dicarboxylate
CHEBI:70231
1,6-Phenazinedicarboxylicacid
ACMC-20d4iy
SCHEMBL68995
Phenazine-1,6-dicarboxylicacid
CHEMBL1235512
Phenazine-1 6-dicarboxylic acid
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Phenazine-1,6-dicarboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9347 93.47%
Caco-2 - 0.6860 68.60%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability + 0.8429 84.29%
Subcellular localzation Mitochondria 0.8245 82.45%
OATP2B1 inhibitior - 0.7099 70.99%
OATP1B1 inhibitior + 0.9836 98.36%
OATP1B3 inhibitior + 0.9553 95.53%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5324 53.24%
P-glycoprotein inhibitior - 0.9346 93.46%
P-glycoprotein substrate - 0.9867 98.67%
CYP3A4 substrate - 0.8296 82.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9038 90.38%
CYP3A4 inhibition - 0.9572 95.72%
CYP2C9 inhibition - 0.9162 91.62%
CYP2C19 inhibition - 0.9709 97.09%
CYP2D6 inhibition - 0.9714 97.14%
CYP1A2 inhibition - 0.7848 78.48%
CYP2C8 inhibition - 0.8224 82.24%
CYP inhibitory promiscuity - 0.9856 98.56%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8757 87.57%
Carcinogenicity (trinary) Non-required 0.7448 74.48%
Eye corrosion - 0.9896 98.96%
Eye irritation + 0.6977 69.77%
Skin irritation - 0.5539 55.39%
Skin corrosion - 0.9716 97.16%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition - 0.9176 91.76%
Micronuclear + 0.6600 66.00%
Hepatotoxicity + 0.7678 76.78%
skin sensitisation - 0.9253 92.53%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity - 0.5222 52.22%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.6855 68.55%
Acute Oral Toxicity (c) III 0.5035 50.35%
Estrogen receptor binding - 0.6260 62.60%
Androgen receptor binding + 0.5725 57.25%
Thyroid receptor binding - 0.5736 57.36%
Glucocorticoid receptor binding + 0.8538 85.38%
Aromatase binding + 0.6781 67.81%
PPAR gamma + 0.9018 90.18%
Honey bee toxicity - 0.9803 98.03%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.8900 89.00%
Fish aquatic toxicity + 0.6523 65.23%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL1293277 O15118 Niemann-Pick C1 protein 94.65% 81.11%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.62% 99.23%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 91.10% 87.67%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.55% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.78% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.21% 86.33%
CHEMBL1811 P34995 Prostanoid EP1 receptor 84.86% 95.71%
CHEMBL3401 O75469 Pregnane X receptor 82.87% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.99% 93.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.85% 97.36%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.28% 95.50%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 80.73% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.23% 96.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aglaia tomentosa
Backhousia citriodora
Capraria biflora
Centipeda minima
Mentha suaveolens subsp. timija
Senecio macrocephalus
Upuna borneensis

Cross-Links

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PubChem 193025
NPASS NPC256268
LOTUS LTS0207803
wikiData Q27104985