N-(1-(2-((3-Cyanophenyl)amino)-2-oxoethyl)-2,3-dioxoindolin-5-yl)butyramide

ID: ALA4514521

PubChem CID: 155539382

Max Phase: Preclinical

Molecular Formula: C21H18N4O4

Molecular Weight: 390.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(=O)Nc1ccc2c(c1)C(=O)C(=O)N2CC(=O)Nc1cccc(C#N)c1

Standard InChI:  InChI=1S/C21H18N4O4/c1-2-4-18(26)23-15-7-8-17-16(10-15)20(28)21(29)25(17)12-19(27)24-14-6-3-5-13(9-14)11-22/h3,5-10H,2,4,12H2,1H3,(H,23,26)(H,24,27)

Standard InChI Key:  HIRFQDUHVIUBDA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    8.0756  -17.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0744  -18.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7825  -18.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7807  -17.1979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4893  -17.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4941  -18.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2741  -18.6702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7515  -18.0051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2664  -17.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5687  -18.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5143  -16.5670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2685  -19.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9734  -19.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3678  -17.1983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6601  -17.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9523  -17.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6603  -18.4242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2447  -17.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9678  -20.7153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6839  -19.4943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3888  -19.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3816  -20.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0857  -21.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7971  -20.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8001  -19.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0955  -19.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5070  -19.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2161  -19.1001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5369  -17.1990    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  1  0
  9  5  1  0
  8 10  2  0
  9 11  2  0
  7 12  1  0
 12 13  1  0
  1 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 13 19  2  0
 13 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 27 28  3  0
 25 27  1  0
 18 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514521

   ---

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: 390.40

Molecular Weight (Monoisotopic): 390.1328

AlogP: 2.46

#Rotatable Bonds: 6

Polar Surface Area: 119.37

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.26

CX Basic pKa: ┄

CX LogP: 1.97

CX LogD: 1.97

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.73

Np Likeness Score: -1.69

References

1. Yu S, Liu Y, Zhang Z, Zhang J, Zhao G..  (2019)  Design, synthesis and biological evaluation of novel 2,3-indolinedione derivatives against mantle cell lymphoma.,  27  (15): [PMID:31229421] [10.1016/j.bmc.2019.06.009]

Source

Source(1):

• Scientific Literature