(S)-6-Amino-N-[4-[[3-[[5-(trifluoromethyl)-2-pyridyl]oxy]phenyl]methylene]cyclohexyl]pyridine-3-carboxamide

ID: ALA4517445

Max Phase: Preclinical

Molecular Formula: C25H23F3N4O2

Molecular Weight: 468.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(C(=O)NC2CCC(=Cc3cccc(Oc4ccc(C(F)(F)F)cn4)c3)CC2)cn1

Standard InChI:  InChI=1S/C25H23F3N4O2/c26-25(27,28)19-7-11-23(31-15-19)34-21-3-1-2-17(13-21)12-16-4-8-20(9-5-16)32-24(33)18-6-10-22(29)30-14-18/h1-3,6-7,10-15,20H,4-5,8-9H2,(H2,29,30)(H,32,33)/b16-12-/t20-/m0/s1

Standard InChI Key:  UGDNJOZZYFGNIL-WNJRYGEDSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    4.1423   -4.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1412   -4.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8492   -5.3598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5589   -4.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5561   -4.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8474   -3.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4363   -3.7195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7922   -3.3479    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2998   -2.8765    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381   -4.0232    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.2672   -5.3579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9743   -4.9482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6793   -5.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3859   -4.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3851   -4.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6717   -3.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9681   -4.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0941   -5.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8013   -4.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5065   -5.3580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2116   -4.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2150   -4.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5070   -3.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7956   -4.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9238   -3.7279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6304   -4.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3392   -3.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6282   -4.9556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0447   -4.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7530   -3.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7557   -2.9207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0441   -2.5103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3387   -2.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4639   -2.5131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7  9  1  0
  7 10  1  0
  1  7  1  0
  4 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 14 18  1  0
 18 19  2  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  1
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 27  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517445

   ---

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: 468.48

Molecular Weight (Monoisotopic): 468.1773

AlogP: 5.63

#Rotatable Bonds: 5

Polar Surface Area: 90.13

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.26

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.51

Np Likeness Score: -1.10

References

1. Bhuniya D, Kharul RK, Hajare A, Shaikh N, Bhosale S, Balwe S, Begum F, De S, Athavankar S, Joshi D, Madgula V, Joshi K, Raje AA, Meru AV, Magdum A, Mookhtiar KA, Barbhaiya R..  (2019)  Discovery and evaluation of novel FAAH inhibitors in neuropathic pain model.,  29  (2): [PMID:30503633] [10.1016/j.bmcl.2018.11.048]

Source

Source(1):

• Scientific Literature