8-Anilino-1-naphthalenesulfonic acid

Details

• Internal ID: a66049df-aa10-4e3d-aeee-5d6a9f13ee48
• Taxonomy: Benzenoids > Naphthalenes > Naphthalene sulfonic acids and derivatives > Naphthalene sulfonates > 1-naphthalene sulfonates
• IUPAC Name: 8-anilinonaphthalene-1-sulfonic acid
• SMILES (Canonical): C1=CC=C(C=C1)NC2=CC=CC3=C2C(=CC=C3)S(=O)(=O)O
• SMILES (Isomeric): C1=CC=C(C=C1)NC2=CC=CC3=C2C(=CC=C3)S(=O)(=O)O
• InChI: InChI=1S/C16H13NO3S/c18-21(19,20)15-11-5-7-12-6-4-10-14(16(12)15)17-13-8-2-1-3-9-13/h1-11,17H,(H,18,19,20)
• InChI Key: FWEOQOXTVHGIFQ-UHFFFAOYSA-N
• Popularity: 1,473 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₃NO₃S
• Molecular Weight: 299.30 g/mol
• Exact Mass: 299.06161445 g/mol
• Topological Polar Surface Area (TPSA): 74.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 82-76-8
• 8-anilinonaphthalene-1-sulfonic acid
• Phenylperi acid
• 1-Anilino-8-naphthalenesulfonate
• 1-Anilino-8-naphthalenesulfonic acid
• 1-(Phenylamino)-8-naphthalenesulfonic acid
• 1-Naphthalenesulfonic acid, 8-(phenylamino)-
• 1,8-ANS
• Anilinonaphthalenesulfonic acid
• NSC-1746
• 630I4V6051
• DTXSID7058882
• CHEBI:39708
• 8-ANSA cpd
• RefChem:429462
• DTXCID1048259
• 201-438-7
• 8-(phenylamino)naphthalene-1-sulfonic acid
• ANS
• N-Phenyl peri acid
• 1-anilinonaphthalene-8-sulfonic acid
• 8-Anilino-1-naphthalene sulfonic acid
• Phenyl Peri Acid
• Peri acid, phenyl-
• 8-Anilinonaphthalene-1-sulphonic acid
• 1-Anilino-8-napthalenesulfonate
• 8-Anilinonaphthalene-1-sulfonate
• 1-anilino-8-naphthalene sulfonate
• 1-Aniline-8-naphthalene sulfonate
• 8-(Phenylamino)-1-naphthalenesulfonic acid
• ANSA
• MFCD00003998
• 8-Anilino-1-Naphthalene Sulfonate
• NSC 1746
• 1-Naphthalenesulfonic acid, 8-anilino-
• CHEMBL285527
• BDBM50126831
• 2AN
• Phenyl Acid
• 2ans
• UNII-630I4V6051
• EINECS 201-438-7
• 1ow4
• N-Phenyl-8-naphthylamine-1-sulfonic acid
• 8-(Phenylamino)naphthalene-1-sulfonicacid
• CBMicro_015520
• bmse000716
• SCHEMBL43158
• MLS001066405
• orb2283367
• SCHEMBL29381891
• BDBM60927
• FWEOQOXTVHGIFQ-UHFFFAOYSA-
• NSC1746
• 8-Anilinonaphthalene-1-sulphonate
• GLXC-22397
• HMS2743K15
• HMS3604C13
• 1-anilino-8-naphthalene sulphonate
• 8-anilino-1-naphthalene sulphonate
• HY-D0896
• STK372927
• 1-anilino-8-naphthalene sulfonic acid
• AKOS005447070
• 1-(Phenylamino)-8-naphthalenesulfonate
• 1-Phenyl-naphthylamine-8-sulfonic acid
• 8-(phenylamino)naphthalenesulfonic acid
• 8-anilino-1-naphthalene sulphonic acid
• DB04474
• FA46083
• 1-ANILINO-8-naphthalene sulphonic acid
• AC-24646
• AS-62589
• BP-30140
• N-Phenyl-1-naphthylamine-8-sulfonic Acid
• PD006657
• SMR000184487
• SY051572
• 8-Anilino-1-naphthalenesulfonic acid, 97%
• DB-056657
• A0472
• CS-0015218
• NS00015093
• ST51037127
• 1-ANILINO-8-NAPHTHALENESULFONATE [MI]
• AO-548/40723665
• F242645
• Q4644260
• 8-Anilino-1-naphthalenesulfonic acid magnesium (Salt/Mix)
• 8-Anilino-1-naphthalenesulfonic acid magnesium salt (Salt/Mix)
• InChI=1/C16H13NO3S/c18-21(19,20)15-11-5-7-12-6-4-10-14(16(12)15)17-13-8-2-1-3-9-13/h1-11,17H,(H,18,19,20)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6609	66.09%
Caco-2	+	0.6492	64.92%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Plasma membrane	0.7521	75.21%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9665	96.65%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7742	77.42%
P-glycoprotein inhibitior	-	0.9388	93.88%
P-glycoprotein substrate	-	0.9604	96.04%
CYP3A4 substrate	-	0.6975	69.75%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	+	0.3525	35.25%
CYP3A4 inhibition	-	0.9718	97.18%
CYP2C9 inhibition	+	0.5977	59.77%
CYP2C19 inhibition	+	0.7044	70.44%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.8343	83.43%
CYP2C8 inhibition	-	0.6720	67.20%
CYP inhibitory promiscuity	-	0.8271	82.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.8826	88.26%
Carcinogenicity (trinary)	Non-required	0.6102	61.02%
Eye corrosion	+	0.4692	46.92%
Eye irritation	+	0.7936	79.36%
Skin irritation	-	0.7237	72.37%
Skin corrosion	-	0.5427	54.27%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7550	75.50%
Micronuclear	+	0.8342	83.42%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.7016	70.16%
Acute Oral Toxicity (c)	IV	0.5356	53.56%
Estrogen receptor binding	+	0.7286	72.86%
Androgen receptor binding	+	0.6063	60.63%
Thyroid receptor binding	-	0.6856	68.56%
Glucocorticoid receptor binding	+	0.5414	54.14%
Aromatase binding	+	0.7212	72.12%
PPAR gamma	+	0.8561	85.61%
Honey bee toxicity	-	0.9064	90.64%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9883	98.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.60%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	94.36%	93.03%
CHEMBL2637	P53779	c-Jun N-terminal kinase 3	93.33%	92.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.54%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	91.37%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.40%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.70%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.02%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	82.35%	90.17%
CHEMBL230	P35354	Cyclooxygenase-2	82.29%	89.63%
CHEMBL2069	P21731	Thromboxane A2 receptor	81.60%	92.62%
CHEMBL2581	P07339	Cathepsin D	80.65%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 1369
• LOTUS: LTS0262153
• wikiData: Q4644260