[4-[(1E,3E)-4-carboxybuta-1,3-dienyl]anilino]-[4-[(1E,3E)-4-carboxybuta-1,3-dienyl]phenyl]-oxoazanium

Details

• Internal ID: 6dde70cb-8ee2-4b83-ab07-3610cc5e5e19
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: [4-[(1E,3E)-4-carboxybuta-1,3-dienyl]anilino]-[4-[(1E,3E)-4-carboxybuta-1,3-dienyl]phenyl]-oxoazanium
• SMILES (Canonical): C1=CC(=CC=C1C=CC=CC(=O)O)N[N+](=O)C2=CC=C(C=C2)C=CC=CC(=O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C=C/C(=O)O)N[N+](=O)C2=CC=C(C=C2)/C=C/C=C/C(=O)O
• InChI: InChI=1S/C22H18N2O5/c25-21(26)7-3-1-5-17-9-13-19(14-10-17)23-24(29)20-15-11-18(12-16-20)6-2-4-8-22(27)28/h1-16H,(H2-,23,25,26,27,28,29)/p+1/b5-1+,6-2+,7-3+,8-4+
• InChI Key: VAUOIOGCIVZUJM-VYUKIJHXSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₉N₂O₅+
• Molecular Weight: 391.40 g/mol
• Exact Mass: 391.12939671 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4739	47.39%
Caco-2	-	0.7045	70.45%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7613	76.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9435	94.35%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8708	87.08%
P-glycoprotein inhibitior	-	0.6293	62.93%
P-glycoprotein substrate	-	0.9393	93.93%
CYP3A4 substrate	-	0.5565	55.65%
CYP2C9 substrate	-	0.7861	78.61%
CYP2D6 substrate	-	0.8921	89.21%
CYP3A4 inhibition	-	0.8746	87.46%
CYP2C9 inhibition	-	0.7812	78.12%
CYP2C19 inhibition	-	0.8484	84.84%
CYP2D6 inhibition	-	0.9563	95.63%
CYP1A2 inhibition	-	0.6768	67.68%
CYP2C8 inhibition	-	0.7528	75.28%
CYP inhibitory promiscuity	-	0.8323	83.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.7008	70.08%
Carcinogenicity (trinary)	Non-required	0.4356	43.56%
Eye corrosion	-	0.9273	92.73%
Eye irritation	-	0.5654	56.54%
Skin irritation	-	0.6107	61.07%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	+	0.5176	51.76%
Human Ether-a-go-go-Related Gene inhibition	-	0.7145	71.45%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.5806	58.06%
skin sensitisation	-	0.8591	85.91%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4541	45.41%
Acute Oral Toxicity (c)	III	0.6642	66.42%
Estrogen receptor binding	+	0.8062	80.62%
Androgen receptor binding	+	0.8474	84.74%
Thyroid receptor binding	+	0.5930	59.30%
Glucocorticoid receptor binding	+	0.7726	77.26%
Aromatase binding	+	0.6236	62.36%
PPAR gamma	+	0.6640	66.40%
Honey bee toxicity	-	0.9418	94.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	95.04%	92.51%
CHEMBL221	P23219	Cyclooxygenase-1	93.07%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.27%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.48%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.22%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.37%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.80%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	80.33%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 122371848
• LOTUS: LTS0252081
• wikiData: Q105282999