trans-1-(4-(4-fluorophenoxy)cyclohexyl)-3-m-tolylurea

ID: ALA3099995

PubChem CID: 59168679

Max Phase: Preclinical

Molecular Formula: C20H23FN2O2

Molecular Weight: 342.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)N[C@H]2CC[C@H](Oc3ccc(F)cc3)CC2)c1

Standard InChI:  InChI=1S/C20H23FN2O2/c1-14-3-2-4-17(13-14)23-20(24)22-16-7-11-19(12-8-16)25-18-9-5-15(21)6-10-18/h2-6,9-10,13,16,19H,7-8,11-12H2,1H3,(H2,22,23,24)/t16-,19-

Standard InChI Key:  NJTVNOSSPRFPDH-RUCARUNLSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.1055  -23.2765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1044  -24.1038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8191  -24.5166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5355  -24.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5326  -23.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8173  -22.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2505  -24.5146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9643  -24.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6793  -24.5124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9630  -23.2761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3930  -24.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1086  -24.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8203  -24.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8232  -23.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1083  -22.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3905  -23.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5385  -22.8706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2520  -23.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2474  -24.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9600  -24.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6763  -24.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6755  -23.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9623  -22.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3904  -24.5228    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.3896  -24.5157    0.0000 C   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
  4  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
  2 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3099995

   1-[4-(4-Fluorophenoxy)cyclohexyl]-3-(3-methylphenyl)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: 342.41

Molecular Weight (Monoisotopic): 342.1744

AlogP: 4.65

#Rotatable Bonds: 4

Polar Surface Area: 50.36

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.57

CX Basic pKa: ┄

CX LogP: 4.50

CX LogD: 4.50

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.85

Np Likeness Score: -1.49

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