rac-N-[4-[[3-[[5-(Trifluoromethyl)-2-pyridyl]oxy]phenyl]methylene]cyclohexyl]-1H-pyrazole-4-carboxamide

ID: ALA4538101

PubChem CID: 71544011

Max Phase: Preclinical

Molecular Formula: C23H21F3N4O2

Molecular Weight: 442.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC1CCC(=Cc2cccc(Oc3ccc(C(F)(F)F)cn3)c2)CC1)c1cn[nH]c1

Standard InChI:  InChI=1S/C23H21F3N4O2/c24-23(25,26)18-6-9-21(27-14-18)32-20-3-1-2-16(11-20)10-15-4-7-19(8-5-15)30-22(31)17-12-28-29-13-17/h1-3,6,9-14,19H,4-5,7-8H2,(H,28,29)(H,30,31)/b15-10-

Standard InChI Key:  VFHRALAVCKZLHR-GDNBJRDFSA-N

Molfile:  

 
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   27.6351  -15.0924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7835  -14.6844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4968  -15.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2124  -14.6882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4946  -15.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9655  -15.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5192  -14.4134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1086  -13.6978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3013  -13.8673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4538101

   N-[4-[[3-[5-(trifluoromethyl)pyridin-2-yl]oxyphenyl]methylidene]cyclohexyl]-1H-pyrazole-4-carboxamide

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: 442.44

Molecular Weight (Monoisotopic): 442.1617

AlogP: 5.37

#Rotatable Bonds: 5

Polar Surface Area: 79.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.76

CX Basic pKa: 1.70

CX LogP: 4.45

CX LogD: 4.45

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.56

Np Likeness Score: -1.51

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