(Z)-5-((5-((2-Azidoethyl)-2-oxoindolin-3-ylidene)methyl)-N-(2-(diethylamino)ethyl)-2,4-dimethyl-1H-pyrrole-3-carboxamide

ID: ALA4796639

PubChem CID: 162674555

Max Phase: Preclinical

Molecular Formula: C24H31N7O2

Molecular Weight: 449.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCNC(=O)c1c(C)[nH]c(/C=C2\C(=O)Nc3ccc(CCN=[N+]=[N-])cc32)c1C

Standard InChI:  InChI=1S/C24H31N7O2/c1-5-31(6-2)12-11-26-24(33)22-15(3)21(28-16(22)4)14-19-18-13-17(9-10-27-30-25)7-8-20(18)29-23(19)32/h7-8,13-14,28H,5-6,9-12H2,1-4H3,(H,26,33)(H,29,32)/b19-14-

Standard InChI Key:  CYJLLGOOGFYAKL-RGEXLXHISA-N

Molfile:  

 
     RDKit          2D

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    2.8682  -19.6521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5830  -20.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0873  -19.9087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756  -19.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0869  -18.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3416  -17.7795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4006  -19.2360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3756  -16.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.7731  -15.9163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5580  -16.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1705  -15.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6007  -15.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2132  -14.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1514  -18.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1510  -17.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8654  -17.1729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626  -16.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8622  -15.5215    0.0000 N   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
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  9  5  1  0
  9 10  2  0
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  8 11  2  0
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 14 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
  1 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  2  0
M  CHG  2  32   1  33  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4796639

   ---

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: 449.56

Molecular Weight (Monoisotopic): 449.2539

AlogP: 4.05

#Rotatable Bonds: 10

Polar Surface Area: 125.99

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.46

CX Basic pKa: 9.04

CX LogP: 3.13

CX LogD: 1.36

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.22

Np Likeness Score: -0.64

References

1. Matheson CJ,Casalvieri KA,Backos DS,Minhajuddin M,Jordan CT,Reigan P.  (2020)  Substituted oxindol-3-ylidenes as AMP-activated protein kinase (AMPK) inhibitors.,  197  [PMID:32334266] [10.1016/j.ejmech.2020.112316]

Source

Source(1):

• Scientific Literature