N-tert-butyl-5,7-dimethyl-2-oxo-3-(2-oxopyrrolidin-1-yl)indoline-3-carboxamide

ID: ALA4874143

PubChem CID: 164627165

Max Phase: Preclinical

Molecular Formula: C19H25N3O3

Molecular Weight: 343.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2c(c1)C(C(=O)NC(C)(C)C)(N1CCCC1=O)C(=O)N2

Standard InChI:  InChI=1S/C19H25N3O3/c1-11-9-12(2)15-13(10-11)19(16(24)20-15,17(25)21-18(3,4)5)22-8-6-7-14(22)23/h9-10H,6-8H2,1-5H3,(H,20,24)(H,21,25)

Standard InChI Key:  WRZCDFRSNIHXIJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.3363  -11.2715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5426  -12.1506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4446  -12.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4435  -13.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1226  -13.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1208  -12.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8005  -12.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8008  -13.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5466  -13.4265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0097  -12.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7939  -12.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2484  -11.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9224  -10.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4544   -9.8122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5753  -10.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5000  -10.9184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7274  -11.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2439  -10.9207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0367  -11.9483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6140  -11.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4036  -11.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4019  -10.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1882  -10.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7377  -11.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1228  -14.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  4  2  0
  4  5  1  0
  5  8  2  0
  7  6  2  0
  6  3  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  2  1  0
  2  7  1  0
 10 11  2  0
  2 12  1  0
  1 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16  1  1  0
 16 17  2  0
 12 18  2  0
 12 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
  3 24  1  0
  5 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874143

   ---

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: 343.43

Molecular Weight (Monoisotopic): 343.1896

AlogP: 1.99

#Rotatable Bonds: 2

Polar Surface Area: 78.51

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: ┄

CX LogP: 1.88

CX LogD: 1.88

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.81

Np Likeness Score: -0.40

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