Ethyl (E)-6-chloro-3-((2-(2-(pyridin-3-yl)acetyl)hydrazineylidene)methyl)-1H-indole-2-carboxylate

ID: ALA4474382

PubChem CID: 155536874

Max Phase: Preclinical

Molecular Formula: C19H17ClN4O3

Molecular Weight: 384.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1[nH]c2cc(Cl)ccc2c1/C=N/NC(=O)Cc1cccnc1

Standard InChI:  InChI=1S/C19H17ClN4O3/c1-2-27-19(26)18-15(14-6-5-13(20)9-16(14)23-18)11-22-24-17(25)8-12-4-3-7-21-10-12/h3-7,9-11,23H,2,8H2,1H3,(H,24,25)/b22-11+

Standard InChI Key:  YNNPMYLHWVPUDB-SSDVNMTOSA-N

Molfile:  

 
     RDKit          2D

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   27.3940   -5.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1020   -5.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1002   -3.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8089   -4.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8091   -5.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5921   -5.3206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0758   -4.6545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5917   -3.9887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6860   -5.4745    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.8930   -4.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3018   -5.3618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3013   -3.9463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1190   -5.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5279   -6.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8439   -3.2115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6432   -3.0413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8955   -2.2640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6948   -2.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9471   -1.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2418   -2.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0411   -2.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5843   -3.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3829   -2.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6358   -2.1941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0840   -1.5856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2875   -1.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 25 26  1  0
 26 27  2  0
 27 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474382

   ---

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: 384.82

Molecular Weight (Monoisotopic): 384.0989

AlogP: 3.09

#Rotatable Bonds: 6

Polar Surface Area: 96.44

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: 4.87

CX LogP: 2.71

CX LogD: 2.71

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.39

Np Likeness Score: -1.64

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