(E)-ethyl 6-chloro-3-((2-(3-ethoxypropanoyl)hydrazono)methyl)-1H-indole-2-carboxylate

ID: ALA4551746

PubChem CID: 155555851

Max Phase: Preclinical

Molecular Formula: C17H20ClN3O4

Molecular Weight: 365.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOCCC(=O)N/N=C/c1c(C(=O)OCC)[nH]c2cc(Cl)ccc12

Standard InChI:  InChI=1S/C17H20ClN3O4/c1-3-24-8-7-15(22)21-19-10-13-12-6-5-11(18)9-14(12)20-16(13)17(23)25-4-2/h5-6,9-10,20H,3-4,7-8H2,1-2H3,(H,21,22)/b19-10+

Standard InChI Key:  RXFSRYGYLHOFKA-VXLYETTFSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    4.1275   -4.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1263   -5.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8412   -5.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8393   -4.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5547   -4.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5595   -5.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3469   -5.6691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -4.9976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3391   -4.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4116   -5.8348    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.5894   -3.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3954   -3.3697    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6456   -2.5836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4515   -2.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7019   -1.6214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6538   -4.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0704   -5.7048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0621   -4.2759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8954   -5.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3121   -6.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0072   -3.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8130   -2.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3687   -3.4508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1745   -3.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7302   -3.8843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  2 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
 14 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551746

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 365.82

Molecular Weight (Monoisotopic): 365.1142

AlogP: 2.87

#Rotatable Bonds: 8

Polar Surface Area: 92.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.97

CX Basic pKa: 0.72

CX LogP: 2.51

CX LogD: 2.51

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.33

Np Likeness Score: -1.61

References

1. van der Vlag R, Guo H, Hapko U, Eleftheriadis N, Monjas L, Dekker FJ, Hirsch AKH..  (2019)  A combinatorial approach for the discovery of drug-like inhibitors of 15-lipoxygenase-1.,  174  [PMID:31026746] [10.1016/j.ejmech.2019.04.021]

Source

Source(1):

• Scientific Literature