trans-1-(4-(2-(Trifluoromethyl)phenoxy)cyclohexyl)-3-(3-(trifluoromethyl)phenyl)urea

ID: ALA3100016

PubChem CID: 72793092

Max Phase: Preclinical

Molecular Formula: C21H20F6N2O2

Molecular Weight: 446.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(C(F)(F)F)c1)N[C@H]1CC[C@H](Oc2ccccc2C(F)(F)F)CC1

Standard InChI:  InChI=1S/C21H20F6N2O2/c22-20(23,24)13-4-3-5-15(12-13)29-19(30)28-14-8-10-16(11-9-14)31-18-7-2-1-6-17(18)21(25,26)27/h1-7,12,14,16H,8-11H2,(H2,28,29,30)/t14-,16-

Standard InChI Key:  HQQWTYORFSVHNP-KOMQPUFPSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   23.0775  -12.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0764  -13.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7911  -14.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5076  -13.6309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5047  -12.8003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7893  -12.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2176  -12.3852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9336  -12.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6465  -12.3797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9367  -13.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3625  -12.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3633  -13.6176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0752  -14.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7906  -13.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7894  -12.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0729  -12.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5050  -14.0282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2195  -13.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9310  -14.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6451  -13.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6455  -12.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9260  -12.3786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2149  -12.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7909  -14.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0764  -15.2816    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.5053  -15.2819    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   23.7830  -15.6914    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.9300  -14.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2149  -15.2651    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.6440  -15.2670    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.9247  -15.6748    0.0000 F   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
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 11  9  1  6
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 14 17  1  1
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  3 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 19 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3100016

   1-[4-[2-(Trifluoromethyl)phenoxy]cyclohexyl]-3-[3-(trifluoromethyl)phenyl]urea

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: 446.39

Molecular Weight (Monoisotopic): 446.1429

AlogP: 6.24

#Rotatable Bonds: 4

Polar Surface Area: 50.36

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.30

CX Basic pKa: ┄

CX LogP: 5.60

CX LogD: 5.60

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -1.27

References

1. Chen T, Takrouri K, Hee-Hwang S, Rana S, Yefidoff-Freedman R, Halperin J, Natarajan A, Morisseau C, Hammock B, Chorev M, Aktas BH..  (2013)  Explorations of substituted urea functionality for the discovery of new activators of the heme-regulated inhibitor kinase.,  56  (23): [PMID:24261904] [10.1021/jm400793v]

Source

Source(1):

• Scientific Literature