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4-(2-(4-aminophenylamino)thiazol-4-yl)benzene-1,2-diol

ID: ALA3112623

PubChem CID: 1075899

Max Phase: Preclinical

Molecular Formula: C15H13N3O2S

Molecular Weight: 299.36

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  Nc1ccc(Nc2nc(-c3ccc(O)c(O)c3)cs2)cc1

Standard InChI:  InChI=1S/C15H13N3O2S/c16-10-2-4-11(5-3-10)17-15-18-12(8-21-15)9-1-6-13(19)14(20)7-9/h1-8,19-20H,16H2,(H,17,18)

Standard InChI Key:  JOZNTJPBSFTJGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   14.0210  -22.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8449  -22.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2561  -21.6360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8444  -20.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0173  -20.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6099  -21.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2562  -20.2067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0819  -20.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6083  -23.0619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5725  -20.8720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3576  -20.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3561  -19.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5704  -19.5357    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0791  -21.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0972  -21.8366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8210  -22.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5272  -21.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5050  -20.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7807  -20.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2087  -20.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2524  -22.1977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  1  9  1  0
 12 13  1  0
 10 11  1  0
  8 10  2  0
 11 12  2  0
 13  8  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 11 14  1  0
 18 20  1  0
 17 21  1  0
M  END

Alternative Forms

Associated Targets(Human)

HSPD1 Tbio HSP60/HSP10 (366 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

groL GroEL/GroES (1042 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterococcus faecium (13803 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae subsp. pneumoniae (55 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Enterobacter cloacae (7976 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 299.36Molecular Weight (Monoisotopic): 299.0728AlogP: 3.55#Rotatable Bonds: 3
Polar Surface Area: 91.40Molecular Species: NEUTRALHBA: 6HBD: 4
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: 8.87CX Basic pKa: 4.89CX LogP: 3.35CX LogD: 3.34
Aromatic Rings: 3Heavy Atoms: 21QED Weighted: 0.44Np Likeness Score: -1.04

References

1. Johnson SM, Sharif O, Mak PA, Wang HT, Engels IH, Brinker A, Schultz PG, Horwich AL, Chapman E..  (2014)  A biochemical screen for GroEL/GroES inhibitors.,  24  (3): [PMID:24418775] [10.1016/j.bmcl.2013.12.100]
2. Abdeen S, Salim N, Mammadova N, Summers CM, Frankson R, Ambrose AJ, Anderson GG, Schultz PG, Horwich AL, Chapman E, Johnson SM..  (2016)  GroEL/ES inhibitors as potential antibiotics.,  26  (13): [PMID:27184767] [10.1016/j.bmcl.2016.04.089]

Source