trans-4-(2-Oxo-pyrrolidin-1-yl)-cyclohexanecarboxylic acid [5-(3,5-difluoro-phenyl)-pyridin-2-yl]-amide

ID: ALA3126054

Max Phase: Preclinical

Molecular Formula: C22H23F2N3O2

Molecular Weight: 399.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CCCN1[C@H]1CC[C@H](C(=O)Nc2ccc(-c3cc(F)cc(F)c3)cn2)CC1

Standard InChI:  InChI=1S/C22H23F2N3O2/c23-17-10-16(11-18(24)12-17)15-5-8-20(25-13-15)26-22(29)14-3-6-19(7-4-14)27-9-1-2-21(27)28/h5,8,10-14,19H,1-4,6-7,9H2,(H,25,26,29)/t14-,19-

Standard InChI Key:  VJTLKAQSSWSCFX-QUWSVYMGSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   16.5773  -10.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0248  -11.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8482  -11.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2241  -10.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7766  -10.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9490  -10.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7540  -11.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3781  -11.7738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3414  -10.3233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5163  -10.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1038   -9.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2787   -9.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8661  -10.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2787  -11.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1038  -11.0351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0411  -10.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6286   -9.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8035   -9.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3909  -10.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8035  -11.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6286  -11.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3909  -11.7509    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.3909   -8.8955    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0475  -10.8650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5676  -11.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3388  -11.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2941  -10.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4991  -10.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3523  -12.3023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 20 22  1  0
 18 23  1  0
 13 16  1  0
  9 10  1  0
  7  9  1  0
  1  7  1  6
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 24 28  1  0
 25 29  2  0
  4 24  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3126054

   ---

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: 399.44

Molecular Weight (Monoisotopic): 399.1758

AlogP: 4.15

#Rotatable Bonds: 4

Polar Surface Area: 62.30

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.05

CX Basic pKa: 3.55

CX LogP: 3.41

CX LogD: 3.41

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.84

Np Likeness Score: -1.37

References

1. Burns JF, Chen B, Chen CA, Doller D, Edelmenky E, Jiang Y, Peterson JM, Sabio M, Weiss J, White AD, Wu L, Bhardwaj R, Chandrasena G, Boyle NJ, Huang X..  (2014)  cis-1-Oxo-heterocyclyl-4-amido cyclohexane derivatives as NPY5 receptor antagonists.,  24  (6): [PMID:24582476] [10.1016/j.bmcl.2014.02.023]

Source

Source(1):

• Scientific Literature