(E)-ethyl 6-chloro-3-((2-(4,5,6,7-tetrahydrobenzo[b]thiophene-2-carbonyl)hydrazono)methyl)-1H-indole-2-carboxylate

ID: ALA4525035

PubChem CID: 155538713

Max Phase: Preclinical

Molecular Formula: C21H20ClN3O3S

Molecular Weight: 429.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1[nH]c2cc(Cl)ccc2c1/C=N/NC(=O)c1cc2c(s1)CCCC2

Standard InChI:  InChI=1S/C21H20ClN3O3S/c1-2-28-21(27)19-15(14-8-7-13(22)10-16(14)24-19)11-23-25-20(26)18-9-12-5-3-4-6-17(12)29-18/h7-11,24H,2-6H2,1H3,(H,25,26)/b23-11+

Standard InChI Key:  XAAJHCSNQHTPLR-FOKLQQMPSA-N

Molfile:  

 
     RDKit          2D

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    2.7348   -5.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4496   -6.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4478   -4.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1631   -4.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1680   -5.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9554   -5.8692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4374   -5.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9476   -4.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200   -6.0349    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.1979   -3.7460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0039   -3.5698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542   -2.7836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0601   -2.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3104   -1.8214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2623   -5.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6790   -5.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6706   -4.4760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5039   -5.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9207   -6.6120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6157   -3.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4460   -4.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4326   -3.1216    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.7727   -3.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1623   -4.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3369   -5.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1217   -5.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7322   -4.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5578   -4.1198    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  2  0
 22 25  1  0
 24 23  1  0
 23 21  1  0
 24 25  2  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525035

   ---

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: 429.93

Molecular Weight (Monoisotopic): 429.0914

AlogP: 4.70

#Rotatable Bonds: 5

Polar Surface Area: 83.55

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.90

CX Basic pKa: 0.50

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.35

Np Likeness Score: -1.82

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