cis-4-(3-Cyclopropyl-2-oxo-imidazolidin-1-yl)-cyclohexanecarboxylic acid [5-(3,5-difluoro-phenyl)-pyridin-2-yl]-amide

ID: ALA3126052

PubChem CID: 76310949

Max Phase: Preclinical

Molecular Formula: C24H26F2N4O2

Molecular Weight: 440.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1N(C2CC2)CCN1[C@H]1CC[C@@H](C(=O)Nc2ccc(-c3cc(F)cc(F)c3)cn2)CC1

Standard InChI:  InChI=1S/C24H26F2N4O2/c25-18-11-17(12-19(26)13-18)16-3-8-22(27-14-16)28-23(31)15-1-4-20(5-2-15)29-9-10-30(24(29)32)21-6-7-21/h3,8,11-15,20-21H,1-2,4-7,9-10H2,(H,27,28,31)/t15-,20+

Standard InChI Key:  NKKMISNLVZOACD-GSXCWMCISA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
   11.8158  -23.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2364  -22.6853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0613  -22.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4656  -23.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0450  -24.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2201  -24.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9910  -23.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5866  -22.6665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5703  -24.0938    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7455  -24.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3249  -24.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5000  -24.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0957  -24.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5163  -23.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3412  -23.3640    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2708  -24.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8502  -24.7672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0253  -24.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6211  -24.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0416  -23.3263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8666  -23.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6373  -22.6100    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6047  -25.4647    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.7828  -22.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5644  -23.0226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5549  -23.8474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7675  -24.0955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2905  -23.4205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5388  -21.9732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2352  -22.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5814  -21.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0585  -22.4701    0.0000 C   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  1
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 24 28  1  0
 24 29  2  0
 30 31  1  0
 31 32  1  0
 30 32  1  0
 25 30  1  0
  4 28  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3126052

   4-(3-cyclopropyl-2-oxoimidazolidin-1-yl)-N-[5-(3,5-difluorophenyl)pyridin-2-yl]cyclohexane-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: 440.49

Molecular Weight (Monoisotopic): 440.2024

AlogP: 4.42

#Rotatable Bonds: 5

Polar Surface Area: 65.54

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.05

CX Basic pKa: 3.55

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.75

Np Likeness Score: -1.33

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