N-(3-(furan-2-ylmethylene)-2-oxoindolin-5-yl)-3-(piperidin-1-yl)propanamide

ID: ALA4743990

PubChem CID: 162646987

Max Phase: Preclinical

Molecular Formula: C21H23N3O3

Molecular Weight: 365.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCN1CCCCC1)Nc1ccc2c(c1)/C(=C\c1ccco1)C(=O)N2

Standard InChI:  InChI=1S/C21H23N3O3/c25-20(8-11-24-9-2-1-3-10-24)22-15-6-7-19-17(13-15)18(21(26)23-19)14-16-5-4-12-27-16/h4-7,12-14H,1-3,8-11H2,(H,22,25)(H,23,26)/b18-14+

Standard InChI Key:  CCPIWDZIBSSFQT-NBVRZTHBSA-N

Molfile:  

 
     RDKit          2D

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   17.9880  -13.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6961  -13.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6943  -11.8614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4029  -12.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4032  -13.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1818  -13.3380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6628  -12.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1814  -12.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2814  -11.8618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5738  -12.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5740  -13.0877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4800  -12.6752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4336  -11.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8866  -10.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8659  -11.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1583  -12.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4505  -11.8625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7429  -12.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4503  -11.0453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0351  -11.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7425  -10.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0349  -11.0456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0543   -9.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3465   -9.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7393   -9.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0721  -10.7162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 26 27  1  0
 27 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743990

   ---

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: 365.43

Molecular Weight (Monoisotopic): 365.1739

AlogP: 3.59

#Rotatable Bonds: 5

Polar Surface Area: 74.58

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.37

CX Basic pKa: 9.26

CX LogP: 2.54

CX LogD: 0.68

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: -1.60

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