trans-1-(2-bromophenyl)-3-(4-(4-fluorophenoxy)cyclohexyl)urea

ID: ALA3100024

PubChem CID: 59168646

Max Phase: Preclinical

Molecular Formula: C19H20BrFN2O2

Molecular Weight: 407.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1Br)N[C@H]1CC[C@H](Oc2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C19H20BrFN2O2/c20-17-3-1-2-4-18(17)23-19(24)22-14-7-11-16(12-8-14)25-15-9-5-13(21)6-10-15/h1-6,9-10,14,16H,7-8,11-12H2,(H2,22,23,24)/t14-,16-

Standard InChI Key:  AOHSVDFTUFLNJB-KOMQPUFPSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.7235   -8.7775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -9.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4369  -10.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1534   -9.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1506   -8.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351   -8.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8682  -10.0156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5821   -9.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2969  -10.0134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5807   -8.7772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0107   -9.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7262  -10.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4379   -9.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4408   -8.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7259   -8.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0082   -8.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1559   -8.3717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8695   -8.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8649   -9.6076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5774  -10.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2937   -9.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2929   -8.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5797   -8.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0076  -10.0238    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.4367  -10.8425    0.0000 Br  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
  3 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3100024

   1-(2-Bromophenyl)-3-[4-(4-fluorophenoxy)cyclohexyl]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: 407.28

Molecular Weight (Monoisotopic): 406.0692

AlogP: 5.10

#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: 12.38

CX Basic pKa: ┄

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.41

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