5-fluoro-N-(2-hydroxyethyl)-1-(4-(3,4,5-trifluorobenzyl)pyridin-2-yl)indoline-4-carboxamide

ID: ALA4877187

PubChem CID: 122653746

Max Phase: Preclinical

Molecular Formula: C23H19F4N3O2

Molecular Weight: 445.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCO)c1c(F)ccc2c1CCN2c1cc(Cc2cc(F)c(F)c(F)c2)ccn1

Standard InChI:  InChI=1S/C23H19F4N3O2/c24-16-1-2-19-15(21(16)23(32)29-6-8-31)4-7-30(19)20-12-13(3-5-28-20)9-14-10-17(25)22(27)18(26)11-14/h1-3,5,10-12,31H,4,6-9H2,(H,29,32)

Standard InChI Key:  SFZRGRCCXQGZPB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   36.3001   -8.3669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2990   -9.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0138   -9.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7303   -9.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7274   -8.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0120   -7.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5868   -9.6097    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6928  -10.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4999  -10.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2808   -9.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8315   -9.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5792   -8.4981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7766   -8.3266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2268   -8.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4820   -9.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9308  -10.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1234  -10.1652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1874  -11.1191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4454   -9.6053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1593   -9.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5835   -8.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8634   -7.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1529   -8.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5844   -9.1906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8753   -9.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8592   -7.1284    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.3002   -9.6009    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.2969   -7.9501    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.8668   -9.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0594   -9.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8027   -8.4272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4193   -8.7712    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  5  6  2  0
  6  1  1  0
  7 11  1  0
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  9  7  1  0
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 14 15  2  0
 15 10  1  0
 16 17  1  0
 16 18  2  0
 15 16  1  0
  4 19  1  0
 19 20  1  0
 20 25  2  0
 24 21  2  0
 21 22  1  0
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 24 25  1  0
 22 26  1  0
 24 27  1  0
 21 28  1  0
 17 29  1  0
 29 30  1  0
 30 31  1  0
 14 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877187

   ---

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: 445.42

Molecular Weight (Monoisotopic): 445.1413

AlogP: 3.65

#Rotatable Bonds: 6

Polar Surface Area: 65.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.47

CX Basic pKa: 5.62

CX LogP: 4.10

CX LogD: 4.09

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.45

Np Likeness Score: -1.07

References

1.  (2020)  1-heteroaryl-indoline-4-carboxamides as modulators of gpr52 useful for the treatment or prevention of disorders related thereto, 

2. Nakahata, Takashi T and 10 more authors.  2018-05-01  Design and synthesis of 1-(1-benzothiophen-7-yl)-1H-pyrazole, a novel series of G protein-coupled receptor 52 (GPR52) agonists.  [PMID:29478803]

3. Wang, Pingyuan and 7 more authors.  2020-11-25  Discovery of Potent and Brain-Penetrant GPR52 Agonist that Suppresses Psychostimulant Behavior.  [PMID:33198466]

Source

Source(1):

• Patent Bioactivity Data