N-tert-butyl-5-iodo-2-oxo-3-(2-oxoazetidin-1-yl)indoline-3-carboxamide

ID: ALA4869063

PubChem CID: 164622360

Max Phase: Preclinical

Molecular Formula: C16H18IN3O3

Molecular Weight: 427.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)C1(N2CCC2=O)C(=O)Nc2ccc(I)cc21

Standard InChI:  InChI=1S/C16H18IN3O3/c1-15(2,3)19-14(23)16(20-7-6-12(20)21)10-8-9(17)4-5-11(10)18-13(16)22/h4-5,8H,6-7H2,1-3H3,(H,18,22)(H,19,23)

Standard InChI Key:  LYOACLKGYOOPGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.3625  -12.4064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5688  -13.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2456  -12.8899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4708  -13.5331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4696  -14.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488  -14.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1470  -13.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8267  -13.5295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8270  -14.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5728  -14.5615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0359  -13.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8201  -13.9240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0056  -13.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2008  -12.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4475  -12.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3952  -13.7723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0172  -11.7857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4932  -12.1481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2868  -11.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4175  -11.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9415  -10.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0459  -10.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7639  -13.1232    0.0000 I   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
 19 21  1  0
 19 22  1  0
  4 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869063

   ---

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: 427.24

Molecular Weight (Monoisotopic): 427.0393

AlogP: 1.59

#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: 12.12

CX Basic pKa: ┄

CX LogP: 1.49

CX LogD: 1.49

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.43

Np Likeness Score: -0.67

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