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

ID: ALA3100017

PubChem CID: 72793093

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](Oc2cccc(C(F)(F)F)c2)CC1

Standard InChI:  InChI=1S/C21H20F6N2O2/c22-20(23,24)13-3-1-5-16(11-13)29-19(30)28-15-7-9-17(10-8-15)31-18-6-2-4-14(12-18)21(25,26)27/h1-6,11-12,15,17H,7-10H2,(H2,28,29,30)/t15-,17-

Standard InChI Key:  LKTLXEMYWSYREB-JCNLHEQBSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   32.1608  -15.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1596  -15.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8744  -16.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5908  -15.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5880  -15.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8726  -14.7370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3009  -14.7310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0169  -15.1407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7298  -14.7256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0200  -15.9657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4458  -15.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4466  -15.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1584  -16.3732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8738  -15.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8727  -15.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1562  -14.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5882  -16.3740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.3027  -15.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0143  -16.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7283  -15.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7288  -15.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0093  -14.7244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2982  -15.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8742  -17.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1597  -17.6274    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.5886  -17.6277    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.8663  -18.0373    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.4425  -16.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4421  -17.2004    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.1572  -15.9633    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.1537  -16.7873    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
 20 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3100017

   1-[3-(Trifluoromethyl)phenyl]-3-[4beta-[3-(trifluoromethyl)phenoxy]cyclohexane-1alpha-yl]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: -1.18

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