N-(3-(4-hydroxybenzylidene)-2-oxoindolin-5-yl)morpholine-4-carboxamide

ID: ALA4779690

PubChem CID: 162663693

Max Phase: Preclinical

Molecular Formula: C20H19N3O4

Molecular Weight: 365.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccc(NC(=O)N3CCOCC3)cc2/C1=C\c1ccc(O)cc1

Standard InChI:  InChI=1S/C20H19N3O4/c24-15-4-1-13(2-5-15)11-17-16-12-14(3-6-18(16)22-19(17)25)21-20(26)23-7-9-27-10-8-23/h1-6,11-12,24H,7-10H2,(H,21,26)(H,22,25)/b17-11+

Standard InChI Key:  MODFAKLVRCHTCO-GZTJUZNOSA-N

Molfile:  

 
     RDKit          2D

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    3.3194   -3.8598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6118   -4.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3192   -3.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9040   -3.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6114   -2.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9038   -3.0429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4424   -4.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4413   -5.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1493   -5.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1475   -3.8587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8561   -4.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8564   -5.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6350   -5.3353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1161   -4.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6346   -4.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7346   -3.8591    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0270   -4.2679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0272   -5.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9333   -4.6725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8869   -3.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3399   -2.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5962   -1.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0499   -1.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2497   -1.4140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9987   -2.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5466   -2.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7019   -0.8076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  3  5  1  0
  4  6  1  0
  6  5  1  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
  7 16  1  0
 16 17  1  0
 17  1  1  0
 17 18  2  0
 14 19  2  0
 15 20  2  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
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4779690

   ---

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: 365.39

Molecular Weight (Monoisotopic): 365.1376

AlogP: 2.75

#Rotatable Bonds: 2

Polar Surface Area: 90.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.35

CX Basic pKa: ┄

CX LogP: 2.09

CX LogD: 2.09

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.15

References

1. Yao D,Ruhan A,Jiang J,Huang J,Wang J,Han W.  (2020)  Design, synthesis and biological evaluation of 2-indolinone derivatives as PAK1 inhibitors in MDA-MB-231 cells.,  30  (17): [PMID:32738980] [10.1016/j.bmcl.2020.127355]

Source

Source(1):

• Scientific Literature