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

ID: ALA4545060

PubChem CID: 155553167

Max Phase: Preclinical

Molecular Formula: C18H22ClN3O3

Molecular Weight: 363.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1[nH]c2cc(Cl)ccc2c1/C=N/NC(=O)CC(C)(C)C

Standard InChI:  InChI=1S/C18H22ClN3O3/c1-5-25-17(24)16-13(10-20-22-15(23)9-18(2,3)4)12-7-6-11(19)8-14(12)21-16/h6-8,10,21H,5,9H2,1-4H3,(H,22,23)/b20-10+

Standard InChI Key:  UDFOEWOBPCCCNG-KEBDBYFISA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   33.6476   -4.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6464   -5.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3613   -5.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3595   -3.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0748   -4.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0797   -5.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8671   -5.3693    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3490   -4.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8593   -4.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9317   -5.5349    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   36.1096   -3.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9156   -3.0698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1659   -2.2838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9719   -2.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2221   -1.3214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1740   -4.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5907   -5.4049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5823   -3.9761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4156   -5.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8324   -6.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5274   -2.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3333   -2.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8890   -3.1508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5837   -1.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1280   -2.3208    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
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4545060

   ---

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: 363.85

Molecular Weight (Monoisotopic): 363.1350

AlogP: 3.88

#Rotatable Bonds: 5

Polar Surface Area: 83.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.97

CX Basic pKa: 0.86

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: -1.41

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