N-tert-butyl-2-oxo-3-(2-oxopyrrolidin-1-yl)-1-phenylindoline-3-carboxamide

ID: ALA4870225

PubChem CID: 164621112

Max Phase: Preclinical

Molecular Formula: C23H25N3O3

Molecular Weight: 391.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)C1(N2CCCC2=O)C(=O)N(c2ccccc2)c2ccccc21

Standard InChI:  InChI=1S/C23H25N3O3/c1-22(2,3)24-20(28)23(25-15-9-14-19(25)27)17-12-7-8-13-18(17)26(21(23)29)16-10-5-4-6-11-16/h4-8,10-13H,9,14-15H2,1-3H3,(H,24,28)

Standard InChI Key:  BZTIQVPFGTXSNZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.8328   -3.5618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0391   -4.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9411   -4.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9399   -5.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6191   -5.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6173   -4.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2970   -4.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2973   -5.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0431   -5.7168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5062   -5.0796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2904   -5.0793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7449   -4.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4188   -2.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9509   -2.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0718   -2.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9965   -3.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2239   -3.6761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7403   -3.2110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5332   -4.2387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1105   -3.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9000   -3.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8983   -2.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6847   -3.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2959   -6.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7471   -7.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9992   -7.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7994   -8.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3469   -7.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0918   -6.6587    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
  9 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870225

   ---

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: 3.10

#Rotatable Bonds: 3

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: ┄

CX Basic pKa: ┄

CX LogP: 2.37

CX LogD: 2.37

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.82

Np Likeness Score: -0.52

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