CID 135863165

Details

• Internal ID: 37e75fc4-75cb-4a9e-91cb-658b5ffe3fcc
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinoxalines > Phenazines and derivatives
• IUPAC Name: 4,9-bis(3-methylbut-2-enyl)phenazine-1,6-diol
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1)O)N=C3C(=CC=C(C3=N2)O)CC=C(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1)O)N=C3C(=CC=C(C3=N2)O)CC=C(C)C)C
• InChI: InChI=1S/C22H24N2O2/c1-13(2)5-7-15-9-11-17(25)21-19(15)23-22-18(26)12-10-16(20(22)24-21)8-6-14(3)4/h5-6,9-12,25-26H,7-8H2,1-4H3
• InChI Key: SZJSNUXMGRYGIO-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄N₂O₂
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.183778013 g/mol
• Topological Polar Surface Area (TPSA): 66.20 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• SCHEMBL17867402
• CHEBI:217044
• 4,9-bis(3-methylbut-2-enyl)phenazine-1,6-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.6402	64.02%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6865	68.65%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.9558	95.58%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7545	75.45%
P-glycoprotein inhibitior	+	0.6718	67.18%
P-glycoprotein substrate	-	0.9418	94.18%
CYP3A4 substrate	-	0.6889	68.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7447	74.47%
CYP3A4 inhibition	+	0.5248	52.48%
CYP2C9 inhibition	-	0.6218	62.18%
CYP2C19 inhibition	-	0.5174	51.74%
CYP2D6 inhibition	-	0.8031	80.31%
CYP1A2 inhibition	+	0.6493	64.93%
CYP2C8 inhibition	-	0.8659	86.59%
CYP inhibitory promiscuity	+	0.7014	70.14%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9054	90.54%
Carcinogenicity (trinary)	Non-required	0.6260	62.60%
Eye corrosion	-	0.9927	99.27%
Eye irritation	+	0.7444	74.44%
Skin irritation	-	0.8157	81.57%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6485	64.85%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7636	76.36%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6117	61.17%
Acute Oral Toxicity (c)	III	0.6782	67.82%
Estrogen receptor binding	+	0.8548	85.48%
Androgen receptor binding	+	0.8159	81.59%
Thyroid receptor binding	+	0.6860	68.60%
Glucocorticoid receptor binding	+	0.8379	83.79%
Aromatase binding	+	0.7849	78.49%
PPAR gamma	+	0.8956	89.56%
Honey bee toxicity	-	0.9651	96.51%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7101	71.01%

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	95.74%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.83%	85.30%
CHEMBL1951	P21397	Monoamine oxidase A	90.72%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	88.86%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.68%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.20%	86.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.08%	93.10%
CHEMBL308	P06493	Cyclin-dependent kinase 1	84.03%	91.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.35%	99.15%
CHEMBL301	P24941	Cyclin-dependent kinase 2	81.21%	91.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135863165
• LOTUS: LTS0155151
• wikiData: Q77500132