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

ID: ALA3100021

PubChem CID: 59168640

Max Phase: Preclinical

Molecular Formula: C19H20ClFN2O2

Molecular Weight: 362.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1Cl)N[C@H]1CC[C@H](Oc2ccc(F)cc2)CC1

Standard InChI:  InChI=1S/C19H20ClFN2O2/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:  QMWQGBSRNQOLHF-KOMQPUFPSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    0.6776   -4.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6765   -5.8057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3912   -6.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1076   -5.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1047   -4.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3894   -4.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8226   -6.2166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5363   -5.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2514   -6.2144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5350   -4.9782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9651   -5.8008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6806   -6.2188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3923   -5.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3953   -4.9836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6803   -4.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626   -4.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1105   -4.5726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8240   -4.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8195   -5.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5321   -6.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2483   -5.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2475   -4.9826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5343   -4.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9624   -6.2248    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.3910   -7.0435    0.0000 Cl  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:

   

   ALA3100021

   1-(2-Chlorophenyl)-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: 362.83

Molecular Weight (Monoisotopic): 362.1197

AlogP: 4.99

#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: 12.18

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 4.59

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.80

Np Likeness Score: -1.54

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