N-(3-(4-hydroxy-3,5-dimethylbenzylidene)-2-oxoindolin-5-yl)-3-morpholinopropanamide

ID: ALA4741943

PubChem CID: 162647152

Max Phase: Preclinical

Molecular Formula: C24H27N3O4

Molecular Weight: 421.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(/C=C2/C(=O)Nc3ccc(NC(=O)CCN4CCOCC4)cc32)cc(C)c1O

Standard InChI:  InChI=1S/C24H27N3O4/c1-15-11-17(12-16(2)23(15)29)13-20-19-14-18(3-4-21(19)26-24(20)30)25-22(28)5-6-27-7-9-31-10-8-27/h3-4,11-14,29H,5-10H2,1-2H3,(H,25,28)(H,26,30)/b20-13+

Standard InChI Key:  YRRKUWAOFPVMTL-DEDYPNTBSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   42.2160  -29.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2149  -30.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9229  -30.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9211  -28.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6297  -29.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6300  -30.1307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4086  -30.3834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.8897  -29.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4082  -29.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5082  -28.9072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8006  -29.3160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0928  -28.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8008  -30.1332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3852  -29.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6774  -28.9079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.9698  -29.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6772  -28.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2619  -28.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9694  -27.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2617  -28.0911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.7069  -29.7207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.6605  -28.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1135  -27.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3698  -26.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8236  -26.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0233  -26.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7723  -27.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3202  -27.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4755  -25.8558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.0762  -25.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9736  -27.4172    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
  1 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 16 18  1  0
 17 19  1  0
 18 20  1  0
 20 19  1  0
  8 21  2  0
  9 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
 25 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741943

   ---

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: 421.50

Molecular Weight (Monoisotopic): 421.2002

AlogP: 3.16

#Rotatable Bonds: 5

Polar Surface Area: 90.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.06

CX Basic pKa: 7.07

CX LogP: 3.14

CX LogD: 2.97

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.65

Np Likeness Score: -1.20

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