N-benzyl-2-oxo-3-(2-oxoazetidin-1-yl)-1-(prop-2-ynyl)indoline-3-carboxamide

ID: ALA4874385

PubChem CID: 164626763

Max Phase: Preclinical

Molecular Formula: C22H19N3O3

Molecular Weight: 373.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCN1C(=O)C(C(=O)NCc2ccccc2)(N2CCC2=O)c2ccccc21

Standard InChI:  InChI=1S/C22H19N3O3/c1-2-13-24-18-11-7-6-10-17(18)22(21(24)28,25-14-12-19(25)26)20(27)23-15-16-8-4-3-5-9-16/h1,3-11H,12-15H2,(H,23,27)

Standard InChI Key:  QILRWZMLQSKQFZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.7665  -21.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9729  -22.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6496  -22.0441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8748  -22.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8737  -23.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5528  -23.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5510  -22.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2308  -22.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2310  -23.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9769  -23.7157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4399  -23.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2241  -23.0781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4097  -22.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6048  -21.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8515  -21.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7993  -22.9265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4212  -20.9399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8972  -21.3023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6909  -20.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3526  -19.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2209  -20.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8822  -19.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6761  -18.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8027  -18.2983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1451  -18.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2296  -24.4928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6830  -25.1003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1342  -25.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  2  1  0
  2  8  1  0
 11 12  2  0
  3 13  1  0
 13 14  1  0
 14 15  1  0
 15  3  1  0
 13 16  2  0
  1 17  2  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 10 26  1  0
 26 27  1  0
 27 28  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874385

   ---

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: 373.41

Molecular Weight (Monoisotopic): 373.1426

AlogP: 1.41

#Rotatable Bonds: 5

Polar Surface Area: 69.72

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.36

CX Basic pKa: ┄

CX LogP: 1.32

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -0.86

References

1. Brandão P, López Ó, Leitzbach L, Stark H, Fernández-Bolaños JG, Burke AJ, Pineiro M..  (2021)  Ugi Reaction Synthesis of Oxindole-Lactam Hybrids as Selective Butyrylcholinesterase Inhibitors.,  12  (11.0): [PMID:34795859] [10.1021/acsmedchemlett.1c00344]

Source

Source(1):

• Scientific Literature