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

ID: ALA3100001

PubChem CID: 59168710

Max Phase: Preclinical

Molecular Formula: C19H20FN3O4

Molecular Weight: 373.38

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H20FN3O4/c20-13-4-8-17(9-5-13)27-18-10-6-14(7-11-18)21-19(24)22-15-2-1-3-16(12-15)23(25)26/h1-5,8-9,12,14,18H,6-7,10-11H2,(H2,21,22,24)/t14-,18-

Standard InChI Key:  BNTKRMSAWSCVLJ-PPUGGXLSSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   12.3169   -2.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3158   -3.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0305   -3.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7467   -3.1969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7438   -2.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0287   -1.9575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4617   -3.6083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1754   -3.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8902   -3.6061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1741   -2.3699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6041   -3.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3195   -3.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0312   -3.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0341   -2.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3192   -1.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6015   -2.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7493   -1.9644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4628   -2.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4583   -3.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1707   -3.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8868   -3.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8860   -2.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1730   -1.9641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6010   -3.6165    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5992   -3.6131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5986   -4.4379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8851   -3.2001    0.0000 O   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
 25 26  2  0
 25 27  1  0
  2 25  1  0
M  CHG  2  25   1  27  -1
M  END

Alternative Forms

Associated Targets(Human)

EIF2AK1 Tchem Eukaryotic translation initiation factor 2-alpha kinase 1 (688 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 373.38Molecular Weight (Monoisotopic): 373.1438AlogP: 4.25#Rotatable Bonds: 5
Polar Surface Area: 93.50Molecular Species: NEUTRALHBA: 4HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 12.64CX Basic pKa: CX LogP: 3.93CX LogD: 3.93
Aromatic Rings: 2Heavy Atoms: 27QED Weighted: 0.61Np Likeness Score: -1.62

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