N-(3-(4-hydroxybenzylidene)-2-oxoindolin-5-yl)-3-(piperidin-1-yl)propanamide

ID: ALA4741285

PubChem CID: 162647003

Max Phase: Preclinical

Molecular Formula: C23H25N3O3

Molecular Weight: 391.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCN1CCCCC1)Nc1ccc2c(c1)/C(=C\c1ccc(O)cc1)C(=O)N2

Standard InChI:  InChI=1S/C23H25N3O3/c27-18-7-4-16(5-8-18)14-20-19-15-17(6-9-21(19)25-23(20)29)24-22(28)10-13-26-11-2-1-3-12-26/h4-9,14-15,27H,1-3,10-13H2,(H,24,28)(H,25,29)/b20-14+

Standard InChI Key:  GRZZLQABVTZLJZ-XSFVSMFZSA-N

Molfile:  

 
     RDKit          2D

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   31.5895  -13.6968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5877  -12.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2964  -12.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2966  -13.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0753  -13.5361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   32.7801  -10.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0364  -10.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.1421   -9.0084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7594  -12.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0518  -12.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3440  -12.0606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3438  -11.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6364  -12.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9286  -12.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6360  -10.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9284  -11.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 25 28  1  0
 27 29  1  0
 29 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4741285

   ---

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: 391.47

Molecular Weight (Monoisotopic): 391.1896

AlogP: 3.70

#Rotatable Bonds: 5

Polar Surface Area: 81.67

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.61

CX Basic pKa: 9.01

CX LogP: 2.58

CX LogD: 1.33

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.68

Np Likeness Score: -1.04

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