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

ID: ALA4794096

PubChem CID: 162673400

Max Phase: Preclinical

Molecular Formula: C23H27N5O2

Molecular Weight: 405.50

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H27N5O2/c1-5-28(6-2)10-9-25-23(30)21-14(3)20(26-15(21)4)12-18-17-11-16(13-24)7-8-19(17)27-22(18)29/h7-8,11-12,26H,5-6,9-10H2,1-4H3,(H,25,30)(H,27,29)/b18-12-

Standard InChI Key:  MHRSBLMFDBDIOU-PDGQHHTCSA-N

Molfile:  

 
     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    2.2944  -29.9408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2931  -30.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0080  -31.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062  -29.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7215  -29.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7218  -30.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5122  -31.0248    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0006  -30.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5118  -29.6803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7665  -28.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8255  -30.3520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5740  -28.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1256  -29.3367    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8775  -29.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7907  -28.1821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9851  -28.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6487  -27.2585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4032  -27.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1881  -27.8836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2309  -26.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5924  -29.4128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8006  -27.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5854  -27.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1980  -27.0324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9828  -27.2866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5952  -26.7338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0255  -26.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6380  -25.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5764  -29.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8618  -29.1144    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
  8  9  1  0
  9  5  1  0
  9 10  2  0
 10 12  1  0
  8 11  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  2  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  2  0
 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
 29 30  3  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4794096

   ---

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: 405.50

Molecular Weight (Monoisotopic): 405.2165

AlogP: 3.07

#Rotatable Bonds: 7

Polar Surface Area: 101.02

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.13

CX Basic pKa: 9.04

CX LogP: 2.64

CX LogD: 0.99

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.62

Np Likeness Score: -1.23

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