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4-(3-(5-Bromo-1H-indol-1-yl)benzylthio)butanoic acid

ID: ALA3238418

PubChem CID: 90671787

Max Phase: Preclinical

Molecular Formula: C19H18BrNO2S

Molecular Weight: 404.33

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)CCCSCc1cccc(-n2ccc3cc(Br)ccc32)c1

Standard InChI:  InChI=1S/C19H18BrNO2S/c20-16-6-7-18-15(12-16)8-9-21(18)17-4-1-3-14(11-17)13-24-10-2-5-19(22)23/h1,3-4,6-9,11-12H,2,5,10,13H2,(H,22,23)

Standard InChI Key:  CCCMYKCWZHZMGC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    6.6024   -8.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042   -8.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2862   -7.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9891   -6.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6192   -9.4650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8907   -8.2534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9762   -6.1730    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6963   -5.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3865   -6.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1105   -5.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8007   -6.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7748   -7.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0548   -7.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3606   -7.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5247   -5.8813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6367   -5.0758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4427   -4.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8275   -5.6514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6180   -5.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8439   -6.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2794   -7.2220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4850   -7.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2590   -6.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6383   -6.8311    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  1  5  2  0
  1  6  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
  7  8  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 15 23  1  0
 18 23  2  0
 20 24  1  0
 11 15  1  0
  4  7  1  0
M  END

Associated Targets(Human)

SETD7 Tchem Histone-lysine N-methyltransferase SETD7 (390 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: 404.33Molecular Weight (Monoisotopic): 403.0242AlogP: 5.49#Rotatable Bonds: 7
Polar Surface Area: 42.23Molecular Species: ACIDHBA: 3HBD: 1
#RO5 Violations: 1HBA (Lipinski): 3HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 4.53CX Basic pKa: CX LogP: 5.49CX LogD: 2.71
Aromatic Rings: 3Heavy Atoms: 24QED Weighted: 0.53Np Likeness Score: -1.33

References

1. Kashyap S, Sandler J, Peters U, Martinez EJ, Kapoor TM..  (2014)  Using 'biased-privileged' scaffolds to identify lysine methyltransferase inhibitors.,  22  (7): [PMID:24650704] [10.1016/j.bmc.2014.02.024]
2. Barsyte-Lovejoy, Dalia D and 32 more authors.  2014-09-02  (R)-PFI-2 is a potent and selective inhibitor of SETD7 methyltransferase activity in cells.  [PMID:25136132]
3. Kaniskan, H Ümit; Konze, Kyle D and Jin, Jian.  2015-02-26  Selective inhibitors of protein methyltransferases.  [PMID:25406853]
4. Takemoto, Yasushi Y and 16 more authors.  2016-04-28  Identification of Cyproheptadine as an Inhibitor of SET Domain Containing Lysine Methyltransferase 7/9 (Set7/9) That Regulates Estrogen-Dependent Transcription.  [PMID:27088648]
5. Min, Wenjian and 10 more authors.  2020-04-01  Computational discovery and biological evaluation of novel inhibitors targeting histone-lysine N-methyltransferase SET7.  [PMID:32088124]

Source