US9238658, 30

ID: ALA3944090

PubChem CID: 89626927

Max Phase: Preclinical

Molecular Formula: C19H22FN5O2S

Molecular Weight: 403.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)Cc1csc(NC(=O)N2CCC(N3CCc4ccc(F)cc43)CC2)n1

Standard InChI:  InChI=1S/C19H22FN5O2S/c20-13-2-1-12-3-8-25(16(12)9-13)15-4-6-24(7-5-15)19(27)23-18-22-14(11-28-18)10-17(21)26/h1-2,9,11,15H,3-8,10H2,(H2,21,26)(H,22,23,27)

Standard InChI Key:  NKZYFQTWPBZWNP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   -5.6039  -11.9526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7331  -12.3586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9457  -13.5397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8788  -11.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6134   -9.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6493   -8.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9376   -7.5093    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4777   -7.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3902   -6.7589    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9504   -7.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6687   -8.3492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8628   -6.1485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -6.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3384   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6928   -4.0817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1327   -3.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2175   -4.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3114   -2.9665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8032   -3.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4133   -1.7530    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
    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
   -2.3383    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
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2615   -9.2646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 12  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 18  1  0
 27 21  1  0
  8 28  2  0
 28  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3944090

   N-[4-(2-amino-2-oxoethyl)-1,3-thiazol-2-yl]-4-(6-fluoro-2,3-dihydroindol-1-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: 403.48

Molecular Weight (Monoisotopic): 403.1478

AlogP: 2.37

#Rotatable Bonds: 4

Polar Surface Area: 91.56

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.78

CX Basic pKa: 2.68

CX LogP: 1.98

CX LogD: 1.84

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.82

Np Likeness Score: -2.18

References

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

Source

Source(1):

• BindingDB Database