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(S)-4-(3-(5-Bromo-1H-indol-1-yl)benzylthio)-2-aminobutanoic acid

ID: ALA3238417

PubChem CID: 90671786

Max Phase: Preclinical

Molecular Formula: C19H19BrN2O2S

Molecular Weight: 419.34

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  N[C@@H](CCSCc1cccc(-n2ccc3cc(Br)ccc32)c1)C(=O)O

Standard InChI:  InChI=1S/C19H19BrN2O2S/c20-15-4-5-18-14(11-15)6-8-22(18)16-3-1-2-13(10-16)12-25-9-7-17(21)19(23)24/h1-6,8,10-11,17H,7,9,12,21H2,(H,23,24)/t17-/m0/s1

Standard InChI Key:  CWXNJAWEEBLDFX-KRWDZBQOSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    6.9987   -3.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9976   -4.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7124   -4.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4289   -4.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4260   -3.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7106   -2.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2841   -2.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5697   -3.4087    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8552   -2.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1389   -2.9896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0261   -1.9957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2199   -2.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4414   -2.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8903   -3.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1462   -4.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9526   -4.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5028   -3.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2441   -2.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3108   -3.8217    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.1408   -3.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4262   -2.9967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7118   -3.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9972   -2.9970    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7120   -4.2344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4260   -2.1717    0.0000 N   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
  1  7  1  0
  7  8  1  0
  8  9  1  0
  5 10  1  0
 10 14  1  0
 13 11  1  0
 11 12  2  0
 12 10  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 17 19  1  0
  9 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 21 25  1  1
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: 419.34Molecular Weight (Monoisotopic): 418.0351AlogP: 4.43#Rotatable Bonds: 7
Polar Surface Area: 68.25Molecular Species: ZWITTERIONHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 2.30CX Basic pKa: 9.50CX LogP: 2.18CX LogD: 2.18
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.56Np Likeness Score: -1.03

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