trans-1-(4-(4-fluorophenoxy)cyclohexyl)-3-(3-fluorophenyl)urea

ID: ALA3100019

PubChem CID: 59168763

Max Phase: Preclinical

Molecular Formula: C19H20F2N2O2

Molecular Weight: 346.38

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H20F2N2O2/c20-13-4-8-17(9-5-13)25-18-10-6-15(7-11-18)22-19(24)23-16-3-1-2-14(21)12-16/h1-5,8-9,12,15,18H,6-7,10-11H2,(H2,22,23,24)/t15-,18-

Standard InChI Key:  BDUSHFOGEMXXCO-RZDIXWSQSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.1559   -1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1548   -1.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8695   -2.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5860   -1.9600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5831   -1.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8677   -0.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3010   -2.3714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0148   -1.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7299   -2.3691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0135   -1.1328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4436   -1.9556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1592   -2.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8709   -1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8738   -1.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1589   -0.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4411   -1.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5892   -0.7273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3027   -1.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2981   -1.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0108   -2.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7271   -1.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7262   -1.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0130   -0.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4411   -2.3795    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.4401   -2.3724    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
  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:

   

   ALA3100019

   1-[4-(4-Fluorophenoxy)cyclohexyl]-3-(3-fluorophenyl)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: 346.38

Molecular Weight (Monoisotopic): 346.1493

AlogP: 4.48

#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: 13.00

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.86

Np Likeness Score: -1.43

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