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Showing drug card for 1-Anilino-8-Naphthalene Sulfonate (DB04474)

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Version 2.5
Creation Date 2005-06-13 13:24:05
Update Date 2008-08-26 15:45:22
Primary Accession Number DB04474
Secondary Accession Number
  • EXPT00103
Name 1-Anilino-8-Naphthalene Sulfonate
Drug Type
  • Experimental
  • Small Molecule
Description Not Available
Synonyms Not Available
Brand Names Not Available
Brand Mixtures Not Available
Chemical IUPAC Name 8-(phenylamino)naphthalene-1-sulfonic acid
Chemical Formula C16H13NO3S
Chemical Structure Structure
CAS Registry Number Not Available
InChI Identifier 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)/f/h18H
InChI Key FWEOQOXTVHGIFQ-GPQMBLKYCA
KEGG Drug Not Available
KEGG Compound Not Available
PubChem Compound 1369 Link Image
PubChem Substance 7885147 Link Image
ChEBI ID Not Available
PharmGKB ID Not Available
HET ID 2AN Link Image
GenBank ID Not Available
Drug ID Number [DIN] Not Available
RxList Link Not Available
PDRhealth Link Not Available
Wikipedia Link Not Available
FDA Label Not Available
Material Safety Data Sheet (MSDS) Not Available
Synthesis Reference Not Available
Average Molecular Weight 299.3440
Monoisotopic Molecular Weight 299.0616
State Solid
Melting Point Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 1.51e-02 mg/mL Calculated using ALOGPS
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP 1.55 Calculated using ALOGPS
Experimental LogS Not Available
Predicted LogS -4.30 Calculated using ALOGPS
Experimental Caco2 Permeability Not Available
pKa/Isoelectric Point Not Available
Mass Spectrum Not Available
MOL File Show Link Image | Download Link Image
SDF File Show Link Image | Download Link Image
PDB File Show Link Image | Download Link Image
2D Structure
3D Structure
Experimental PDB ID 1OW4 Link Image
Experimental PDB File Show
Experimental PDB Structure
Isomeric SMILES OS(=O)(=O)C1=CC=CC2=C1C(NC1=CC=CC=C1)=CC=C2
Canonical SMILES OS(=O)(=O)C1=CC=CC2=C1C(NC1=CC=CC=C1)=CC=C2
Drug Category
  • Fluorescent Dyes
ATC Codes Not Available
AHFS Codes Not Available
Indication Not Available
Pharmacology Not Available
Mechanism of Action Not Available
Absorption Not Available
Toxicity Not Available
Protein Binding Not Available
Biotransformation Not Available
Half Life Not Available
Dosage Forms Not Available
Patient Information Not Available
Contraindications Not Available
Interactions Not Available
Drug Interactions Not Available
Food Interactions Not Available
Pathways Not Available
General References Not Available
Organisms Affected Not Available
Targets
  1. UDP-N-acetylglucosamine 1-carboxyvinyltransferase
  2. Fatty acid-binding protein, adipocyte
  3. Pheromone binding protein
Drug Target 1 [top]
Target 1 ID 2367
Target 1 Name UDP-N-acetylglucosamine 1-carboxyvinyltransferase
Target 1 Synonyms
  1. EC 2.5.1.7
  2. EPT
  3. Enoylpyruvate transferase
  4. UDP-N-acetylglucosamine enolpyruvyl transferase
Target 1 Gene Name murA
Target 1 Protein Sequence >UDP-N-acetylglucosamine 1-carboxyvinyltransferase 
MDKFRVQGPTRLQGEVTISGAKNAALPILFAALLAEEPVEIQNVPKLKDIDTTMKLLTQL
GTKVERNGSVWIDASNVNNFSAPYDLVKTMRASIWALGPLVARFGQGQVSLPGGCAIGAR
PVDLHIFGLEKLGAEIKLEEGYVKASVNGRLKGAHIVMDKVSVGATVTIMSAATLAEGTT
IIENAAREPEIVDTANFLVALGAKISGQGTDRITIEGVERLGGGVYRVLPDRIETGTFLV
AAAISGGKIVCRNAQPDTLDAVLAKLREAGADIETGEDWISLDMHGKRPKAVTVRTAPHP
AFPTDMQAQFTLLNLVAEGTGVITETIFENRFMHVPELIRMGAHAEIESNTVICHGVEKL
SGAQVMATDLRASASLVLAGCIAEGTTVVDRIYHIDRGYERIEDKLRALGANIERVKGE
Target 1 Number of Residues 425
Target 1 Molecular Weight 44777
Target 1 Theoretical pI 5.92
Target 1 GO Classification
Function
catalytic activity
transferase activity
Process
physiological process
metabolism
nitrogen compound metabolism
amine metabolism
amino sugar metabolism
UDP-N-acetylgalactosamine metabolism
UDP-N-acetylgalactosamine biosynthesis
Component
Not Available
Target 1 General Function Cell wall/membrane/envelope biogenesis
Target 1 Specific Function Cell wall formation. Adds enolpyruvyl to UDP-N- acetylglucosamine. Target for the antibiotic phosphomycin
Target 1 Pathways
Name SMPDB Link KEGG Link
Aminosugars metabolism map00530 Link Image
Target 1 Reactions
  • phosphoenolpyruvate + UDP-N-acetyl-D-glucosamine = phosphate + UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine
Target 1 Pfam Domain Function
Target 1 Signals
  • None
Target 1 Transmembrane Regions
  • None
Target 1 Essentiality Essential
Target 1 GenBank ID Protein 41344 Link Image
Target 1 UniProtKB/Swiss-Prot ID P33038 Link Image
Target 1 UniProtKB/Swiss-Prot Entry Name MURA_ENTCL Link Image
Target 1 PDB ID 1NAW Link Image
Target 1 PDB File Show
Target 1 3D Structure
Target 1 Cellular Location
  • Cytoplasm (Probable)
Target 1 Gene Sequence >1260 bp 
ATGGATAAATTTCGTGTACAGGGGCCGACGCGCCTCCAGGGCGAAGTCACAATTTCTGGC
GCGAAAAACGCCGCGCTGCCGATCCTCTTTGCTGCGCTGCTCGCGGAAGAGCCGGTAGAA
ATTCAGAACGTACCGAAGCTGAAAGATATCGACACCACCATGAAGCTGCTCACCCAGTTG
GGGACGAAAGTCGAGCGTAATGGCTCCGTCTGGATCGATGCCAGCAACGTGAACAACTTC
TCAGCACCGTACGACCTGGTGAAAACCATGCGTGCATCCATCTGGGCGCTTGGCCCGCTG
GTAGCGCGTTTTGGTCAGGGACAGGTGTCACTGCCTGGTGGTTGCGCCATTGGCGCGCGT
CCTGTTGACCTGCATATCTTCGGTCTGGAGAAGCTGGGCGCGGAGATCAAACTGGAAGAA
GGTTACGTTAAAGCGTCCGTTAATGGCCGCCTGAAAGGCGCACACATTGTCATGGATAAA
GTGAGCGTTGGCGCAACCGTCACCATTATGTCCGCGGCAACGCTGGCAGAAGGTACCACC
ATTATCGAAAACGCCGCGCGCGAGCCGGAAATTGTGGATACTGCCAACTTCCTCGTGGCG
CTGGGTGCAAAAATCTCTGGCCAGGGTACCGATCGCATCACCATTGAAGGCGTTGAGCGT
CTGGGGGGCGGTGTGTATCGCGTTCTGCCAGACCGTATTGAAACCGGGACTTTCCTGGTG
GCTGCGGCCATTTCTGGCGGCAAGATTGTTTGCCGTAATGCGCAGCCTGACACCCTGGAT
GCGGTGCTGGCGAAGCTGCGTGAAGCGGGTGCGGATATCGAAACCGGTGAAGACTGGATC
AGCCTTGATATGCACGGTAAACGTCCAAAAGCGGTAACCGTTCGCACGGCGCCGCATCCG
GCATTCCCGACCGATATGCAGGCTCAGTTCACGCTGCTGAACCTGGTGGCAGAAGGTACC
GGTGTGATCACCGAGACTATCTTCGAGAACCGCTTCATGCACGTACCGGAGCTGATCCGT
ATGGGCGCACATGCAGAGATCGAAAGTAACACGGTGATTTGCCACGGTGTTGAGAAGCTC
TCCGGTGCGCAGGTTATGGCAACCGATCTGCGTGCGTCTGCGAGCCTGGTATTAGCGGGT
TGTATCGCGGAAGGAACGACGGTTGTGGATCGTATCTACCACATCGATCGTGGTTACGAG
CGTATTGAAGACAAACTGCGCGCGCTGGGTGCCAATATCGAGCGTGTGAAGGGCGAGTAA
Target 1 GenBank Gene ID
Target 1 GeneCard ID Not Available
Target 1 GenAtlas ID Not Available
Target 1 HGNC ID Not Available
Target 1 Chromosome Location Not Available
Target 1 Locus Not Available
Target 1 SNPs SNPJam Report Link Image
Target 1 General References
  1. Schonbrunn E, Eschenburg S, Krekel F, Luger K, Amrhein N: Role of the loop containing residue 115 in the induced-fit mechanism of the bacterial cell wall biosynthetic enzyme MurA. Biochemistry. 2000 Mar 7;39(9):2164-73. [PubMed Link Image]
  2. Wanke C, Falchetto R, Amrhein N: The UDP-N-acetylglucosamine 1-carboxyvinyl-transferase of Enterobacter cloacae. Molecular cloning, sequencing of the gene and overexpression of the enzyme. FEBS Lett. 1992 Apr 27;301(3):271-6. [PubMed Link Image]
  3. Schonbrunn E, Sack S, Eschenburg S, Perrakis A, Krekel F, Amrhein N, Mandelkow E: Crystal structure of UDP-N-acetylglucosamine enolpyruvyltransferase, the target of the antibiotic fosfomycin. Structure. 1996 Sep 15;4(9):1065-75. [PubMed Link Image]
Target 1 Drug References
  1. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed Link Image]
  2. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed Link Image]
Drug Target 2 [top]
Target 2 ID 2855
Target 2 Name Fatty acid-binding protein, adipocyte
Target 2 Synonyms
  1. 3T3-L1 lipid-binding protein
  2. 422 protein
  3. A-FABP
  4. AFABP
  5. ALBP
  6. Adipocyte lipid-binding protein
  7. Myelin P2 protein homolog
  8. P15
  9. P2 adipocyte protein
Target 2 Gene Name Fabp4
Target 2 Protein Sequence >Fatty acid-binding protein, adipocyte 
MCDAFVGTWKLVSSENFDDYMKEVGVGFATRKVAGMAKPNMIISVNGDLVTIRSESTFKN
TEISFKLGVEFDEITADDRKVKSIITLDGGALVQVQKWDGKSTTIKRKRDGDKLVVECVM
KGVTSTRVYERA
Target 2 Number of Residues 134
Target 2 Molecular Weight 14650
Target 2 Theoretical pI 8.71
Target 2 GO Classification
Function
lipid binding
binding
Process
physiological process
cellular physiological process
transport
Component
Not Available
Target 2 General Function Involved in fatty acid binding
Target 2 Specific Function Lipid transport protein in adipocytes. Binds both long chain fatty acid and retinoic acid
Target 2 Pathways Not Available
Target 2 Reactions Not Available
Target 2 Pfam Domain Function
Target 2 Signals
  • None
Target 2 Transmembrane Regions
  • None
Target 2 Essentiality Essential
Target 2 GenBank ID Protein 293695 Link Image
Target 2 UniProtKB/Swiss-Prot ID P04117 Link Image
Target 2 UniProtKB/Swiss-Prot Entry Name FABPA_MOUSE Link Image
Target 2 PDB ID 2ANS Link Image
Target 2 PDB File Show
Target 2 3D Structure
Target 2 Cellular Location
  • Cytoplasm (Potential)
Target 2 Gene Sequence >399 bp 
ATGTGTGATGCCTTTGTGGGAACCTGGAAGCTTGTCTCCAGTGAAAACTTCGATGATTAC
ATGAAAGAAGTGGGAGTGGGCTTTGCCACAAGGAAAGTGGCAGGCATGGCCAAGCCCAAC
ATGATCATCAGCGTAAATGGGGATTTGGTCACCATCCGGTCAGAGAGTACTTTTAAAAAC
ACCGAGATTTCCTTCAAACTGGGCGTGGAATTCGATGAAATCACCGCAGACGACAGGAAG
GTGAAGAGCATCATAACCCTAGATGGCGGGGCCCTGGTGCAGGTGCAGAAGTGGGATGGA
AAGTCGACCACAATAAAGAGAAAACGAGATGGTGACAAGCTGGTGGTGGAATGTGTTATG
AAAGGCGTGACTTCCACAAGAGTTTATGAAAGGGCATGA
Target 2 GenBank Gene ID
Target 2 GeneCard ID Not Available
Target 2 GenAtlas ID Not Available
Target 2 HGNC ID Not Available
Target 2 Chromosome Location Not Available
Target 2 Locus Not Available
Target 2 SNPs SNPJam Report Link Image
Target 2 General References
  1. Xu Z, Bernlohr DA, Banaszak LJ: Crystal structure of recombinant murine adipocyte lipid-binding protein. Biochemistry. 1992 Apr 7;31(13):3484-92. [PubMed Link Image]
  2. Cook JS, Lucas JJ, Sibley E, Bolanowski MA, Christy RJ, Kelly TJ, Lane MD: Expression of the differentiation-induced gene for fatty acid-binding protein is activated by glucocorticoid and cAMP. Proc Natl Acad Sci U S A. 1988 May;85(9):2949-53. [PubMed Link Image]
  3. Matarese V, Bernlohr DA: Purification of murine adipocyte lipid-binding protein. Characterization as a fatty acid- and retinoic acid-binding protein. J Biol Chem. 1988 Oct 5;263(28):14544-51. [PubMed Link Image]
  4. Phillips M, Djian P, Green H: The nucleotide sequence of three genes participating in the adipose differentiation of 3T3 cells. J Biol Chem. 1986 Aug 15;261(23):10821-7. [PubMed Link Image]
  5. Hunt CR, Ro JH, Dobson DE, Min HY, Spiegelman BM: Adipocyte P2 gene: developmental expression and homology of 5'-flanking sequences among fat cell-specific genes. Proc Natl Acad Sci U S A. 1986 Jun;83(11):3786-90. [PubMed Link Image]
  6. Cook KS, Hunt CR, Spiegelman BM: Developmentally regulated mRNAs in 3T3-adipocytes: analysis of transcriptional control. J Cell Biol. 1985 Feb;100(2):514-20. [PubMed Link Image]
  7. Bernlohr DA, Angus CW, Lane MD, Bolanowski MA, Kelly TJ Jr: Expression of specific mRNAs during adipose differentiation: identification of an mRNA encoding a homologue of myelin P2 protein. Proc Natl Acad Sci U S A. 1984 Sep;81(17):5468-72. [PubMed Link Image]
  8. Bansal MP, Medina D: Expression of fatty acid-binding proteins in the developing mouse mammary gland. Biochem Biophys Res Commun. 1993 Feb 26;191(1):61-9. [PubMed Link Image]
  9. Xu Z, Bernlohr DA, Banaszak LJ: The adipocyte lipid-binding protein at 1.6-A resolution. Crystal structures of the apoprotein and with bound saturated and unsaturated fatty acids. J Biol Chem. 1993 Apr 15;268(11):7874-84. [PubMed Link Image]
Target 2 Drug References
  1. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed Link Image]
  2. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed Link Image]
Drug Target 3 [top]
Target 3 ID 4822
Target 3 Name Pheromone binding protein
Target 3 Synonyms Not Available
Target 3 Gene Name Not Available
Target 3 Protein Sequence >Pheromone binding protein 
MRSLQLTCLLAVATATLADSTQSYKDAMGPLVRECMGSVSATEDDFKTVLNRNPLESRTA
QCLLACALDKVGLISPEGAIYTGDDLMPVMNRLYGFNDFKTVMKAKAVNDCANQVNGAYP
DRCDLIKNFTDCVRNSY
Target 3 Number of Residues 139
Target 3 Molecular Weight 14975
Target 3 Theoretical pI 4.82
Target 3 GO Classification
Function
binding
odorant binding
Process
physiological process
cellular physiological process
transport
Component
Not Available
Target 3 General Function Involved in odorant binding
Target 3 Specific Function Not Available
Target 3 Pathways Not Available
Target 3 Reactions Not Available
Target 3 Pfam Domain Function
Target 3 Signals
  • None
Target 3 Transmembrane Regions
  • None
Target 3 Essentiality Essential
Target 3 GenBank ID Protein Not Available
Target 3 UniProtKB/Swiss-Prot ID Q8MTC1 Link Image
Target 3 UniProtKB/Swiss-Prot Entry Name Q8MTC1_LEUMA Link Image
Target 3 PDB ID 1P28 Link Image
Target 3 PDB File Show
Target 3 3D Structure
Target 3 Cellular Location Not Available
Target 3 Gene Sequence >414 bp 
ATGCGGTCTCTGCAACTAACCTGTTTGCTAGCAGTAGCTACAGCCACTCTGGCGGACTCT
ACCCAGAGCTACAAGGACGCTATGGGGCCGCTGGTAAGAGAGTGCATGGGCAGTGTCTCT
GCCACTGAAGACGACTTCAAAACGGTTTTGAACAGGAACCCTCTGGAATCAAGGACAGCT
CAGTGTTTGCTAGCCTGCGCCCTGGACAAGGTGGGCCTTATCTCACCAGAAGGCGCCATC
TATACAGGAGATGACCTGATGCCTGTCATGAACCGACTGTACGGTTTCAACGACTTCAAG
ACAGTCATGAAGGCCAAGGCCGTGAACGACTGCGCCAATCAAGTGAACGGTGCGTATCCG
GACAGGTGTGATCTTATCAAGAACTTCACCGATTGCGTCCGCAACTCCTACTGA
Target 3 GenBank Gene ID
Target 3 GeneCard ID Not Available
Target 3 GenAtlas ID Not Available
Target 3 HGNC ID Not Available
Target 3 Chromosome Location Not Available
Target 3 Locus Not Available
Target 3 SNPs Not Available
Target 3 General References Not Available
Target 3 Drug References Not Available

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