(R)-methyl 2-(2-(1H-indol-3-yl)-2-oxoacetamido)-3-(1H-imidazol-5-yl)propanoate

ID: ALA3113609

PubChem CID: 76317664

Max Phase: Preclinical

Molecular Formula: C17H16N4O4

Molecular Weight: 340.34

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H](Cc1cnc[nH]1)NC(=O)C(=O)c1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C17H16N4O4/c1-25-17(24)14(6-10-7-18-9-20-10)21-16(23)15(22)12-8-19-13-5-3-2-4-11(12)13/h2-5,7-9,14,19H,6H2,1H3,(H,18,20)(H,21,23)/t14-/m1/s1

Standard InChI Key:  JSCKTUHYPQDCDR-CQSZACIVSA-N

Molfile:  

     RDKit          2D

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   21.9725  -18.6674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7016  -19.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3587  -19.9401    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7943  -18.6784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.0324  -19.4721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7896  -21.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7884  -22.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5032  -23.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5014  -21.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2167  -21.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2170  -22.7014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0075  -22.9570    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4957  -22.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0066  -21.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4133  -20.8964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2383  -20.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9952  -20.1853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6564  -21.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6450  -20.1721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4700  -20.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8767  -19.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8881  -20.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4814  -21.5943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7131  -20.8699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1312  -21.5810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  5  1  0
  4  1  1  0
  4  5  2  0
  6  7  2  0
  7  8  1  0
  8 11  2  0
 10  9  2  0
  9  6  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 10  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  6
 22 23  2  0
 22 24  1  0
 24 25  1  0
 21  2  1  0
M  END

Associated Targets(Human)

PLA2G1B Tchem Phospholipase A2 group 1B (720 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 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

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 340.34Molecular Weight (Monoisotopic): 340.1172AlogP: 0.97#Rotatable Bonds: 6
Polar Surface Area: 116.94Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 8HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 11.37CX Basic pKa: 6.74CX LogP: 0.43CX LogD: 0.37
Aromatic Rings: 3Heavy Atoms: 25QED Weighted: 0.35Np Likeness Score: -0.33

References

1. Prasher P, Pooja, Singh P..  (2014)  Lead modification: amino acid appended indoles as highly effective 5-LOX inhibitors.,  22  (5): [PMID:24508141] [10.1016/j.bmc.2014.01.027]

Source