trans-1-(4-(4-Chlorophenoxy)cyclohexyl)-3-(3-(trifluoromethyl)-phenyl)urea

ID: ALA3100014

PubChem CID: 72793089

Max Phase: Preclinical

Molecular Formula: C20H20ClF3N2O2

Molecular Weight: 412.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cccc(C(F)(F)F)c1)N[C@H]1CC[C@H](Oc2ccc(Cl)cc2)CC1

Standard InChI:  InChI=1S/C20H20ClF3N2O2/c21-14-4-8-17(9-5-14)28-18-10-6-15(7-11-18)25-19(27)26-16-3-1-2-13(12-16)20(22,23)24/h1-5,8-9,12,15,18H,6-7,10-11H2,(H2,25,26,27)/t15-,18-

Standard InChI Key:  NXXYQYRBHPJBKQ-RZDIXWSQSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   24.8066   -7.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8055   -8.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5203   -9.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2368   -8.7351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2338   -7.9045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5185   -7.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9468   -7.4894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6627   -7.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3757   -7.4841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6659   -8.7242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0916   -7.8938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0925   -8.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8044   -9.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5197   -8.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5185   -7.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8021   -7.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2342   -9.1324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9487   -8.7199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6602   -9.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3742   -8.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3746   -7.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6551   -7.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9441   -7.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0886   -7.4817    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.5201   -9.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8055  -10.3858    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   26.2344  -10.3861    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.5122  -10.7957    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
 21 24  1  0
  3 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3100014

   1-[4-(4-Chlorophenoxy)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: 412.84

Molecular Weight (Monoisotopic): 412.1165

AlogP: 5.87

#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: 5.33

CX LogD: 5.33

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -1.47

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