US9238658, 47

ID: ALA3952370

PubChem CID: 89626948

Max Phase: Preclinical

Molecular Formula: C22H22FN3O3

Molecular Weight: 395.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OCc2ccc(NC(=O)N3CCC(N4CCc5ccc(F)cc54)CC3)cc21

Standard InChI:  InChI=1S/C22H22FN3O3/c23-16-3-1-14-5-10-26(20(14)11-16)18-6-8-25(9-7-18)22(28)24-17-4-2-15-13-29-21(27)19(15)12-17/h1-4,11-12,18H,5-10,13H2,(H,24,28)

Standard InChI Key:  VUEIYLONRRVJJT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
    2.3383   -1.3500    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6065    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248   -1.2135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1884   -2.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6234   -3.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9781   -4.5176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8933   -5.5536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4537   -5.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0990   -3.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2452   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3962   -7.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1582   -8.0475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5101   -9.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4253  -10.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7799  -11.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2195  -12.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8688  -13.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3554  -13.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6242  -12.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7057  -11.5766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3044  -11.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9497   -9.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14  9  1  0
 12 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 21  1  0
 26 27  2  0
 27 18  1  0
  8 28  1  0
 28  5  1  0
 28 29  2  0
 29  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3952370

   4-(6-fluoro-2,3-dihydroindol-1-yl)-N-(3-oxo-1H-2-benzofuran-5-yl)piperidine-1-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 395.43

Molecular Weight (Monoisotopic): 395.1645

AlogP: 3.56

#Rotatable Bonds: 2

Polar Surface Area: 61.88

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.92

CX Basic pKa: 2.68

CX LogP: 2.98

CX LogD: 2.98

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.79

Np Likeness Score: -1.20

References

1.  (2016)  Substituted piperidinyl-carboxamide derivatives useful as SCD 1 inhibitors, 

Source

Source(1):

• BindingDB Database