Sulfanilamide

Details

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Internal ID 269618a6-c16a-4b8f-b822-1a68fafdcf52
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzenesulfonamides > Aminobenzenesulfonamides
IUPAC Name 4-aminobenzenesulfonamide
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)
InChI Key FDDDEECHVMSUSB-UHFFFAOYSA-N
Popularity 16,228 references in papers

Physical and Chemical Properties

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Molecular Formula C6H8N2O2S
Molecular Weight 172.21 g/mol
Exact Mass 172.03064868 g/mol
Topological Polar Surface Area (TPSA) 94.60 Ų
XlogP -0.60
Atomic LogP (AlogP) -0.08
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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4-Aminobenzenesulfonamide
63-74-1
Sulphanilamide
Sulfamine
p-Aminobenzenesulfonamide
Sulphonamide
Sulfonylamide
Prontylin
p-Aminobenzenesulfamide
Prontosil Album
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Sulfanilamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9765 97.65%
Caco-2 + 0.8353 83.53%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability + 0.9571 95.71%
Subcellular localzation Mitochondria 0.4423 44.23%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9887 98.87%
OATP1B3 inhibitior + 0.9499 94.99%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior - 0.9714 97.14%
P-glycoprotein inhibitior - 0.9824 98.24%
P-glycoprotein substrate - 0.9902 99.02%
CYP3A4 substrate - 0.8486 84.86%
CYP2C9 substrate - 0.5641 56.41%
CYP2D6 substrate - 0.7100 71.00%
CYP3A4 inhibition - 0.8891 88.91%
CYP2C9 inhibition - 0.9418 94.18%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9478 94.78%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition - 0.9879 98.79%
CYP inhibitory promiscuity - 0.8059 80.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.5693 56.93%
Carcinogenicity (trinary) Non-required 0.4711 47.11%
Eye corrosion - 0.9886 98.86%
Eye irritation + 0.9526 95.26%
Skin irritation + 0.5530 55.30%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.9054 90.54%
Human Ether-a-go-go-Related Gene inhibition - 0.8716 87.16%
Micronuclear + 0.9300 93.00%
Hepatotoxicity + 0.9000 90.00%
skin sensitisation - 0.9331 93.31%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity - 0.8556 85.56%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.6554 65.54%
Acute Oral Toxicity (c) III 0.7908 79.08%
Estrogen receptor binding - 0.9332 93.32%
Androgen receptor binding - 0.6777 67.77%
Thyroid receptor binding - 0.8388 83.88%
Glucocorticoid receptor binding - 0.9426 94.26%
Aromatase binding - 0.8684 86.84%
PPAR gamma - 0.8706 87.06%
Honey bee toxicity - 0.9018 90.18%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9269 92.69%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3025 P23280 Carbonic anhydrase VI 941 nM
Ki
via Super-PRED
CHEMBL2326 P43166 Carbonic anhydrase VII 70 nM
Ki
via Super-PRED
CHEMBL3242 O43570 Carbonic anhydrase XII 37 nM
Ki
via Super-PRED
CHEMBL3912 Q8N1Q1 Carbonic anhydrase XIII 32 nM
Ki
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3594 Q16790 Carbonic anhydrase IX 97.75% 99.23%
CHEMBL205 P00918 Carbonic anhydrase II 95.55% 98.44%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.06% 95.56%
CHEMBL308 P06493 Cyclin-dependent kinase 1 92.45% 91.73%
CHEMBL261 P00915 Carbonic anhydrase I 90.17% 96.76%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 88.19% 85.30%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 86.25% 83.10%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.46% 91.38%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.64% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 81.88% 94.73%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 81.83% 95.48%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.52% 95.83%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 5333
LOTUS LTS0013446
wikiData Q423423