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

Names and Identifiers

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

Standard InChI: InChI=1S/C16H18BrN3O3/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: NRICGNAXAHIMNS-UHFFFAOYSA-N

Molfile:

 
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   40.8017   -5.6631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   41.3761   -6.6972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.5617   -5.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   41.0036   -4.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9513   -6.5455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.5732   -4.5589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.0493   -4.9213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8429   -4.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.6020   -3.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3200   -5.8964    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
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M  END

Alternative Forms

Parent:

ALA4878019
---

Associated Targets(non-human)

BCHE Cholinesterase (8742 Activities)

Discover Target: BCHE

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 380.24	Molecular Weight (Monoisotopic): 379.0532	AlogP: 1.74	#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: 1.33	CX LogD: 1.33
Aromatic Rings: 1	Heavy Atoms: 23	QED Weighted: 0.61	Np Likeness Score: -0.49

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