4-(((4-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)phenyl)amino)methyl)-N-hydroxybenzamide

ID: ALA5094741

PubChem CID: 166634818

Max Phase: Preclinical

Molecular Formula: C22H18ClF3N4O3

Molecular Weight: 478.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(NCc2ccc(C(=O)NO)cc2)cc1)Nc1ccc(Cl)c(C(F)(F)F)c1

Standard InChI:  InChI=1S/C22H18ClF3N4O3/c23-19-10-9-17(11-18(19)22(24,25)26)29-21(32)28-16-7-5-15(6-8-16)27-12-13-1-3-14(4-2-13)20(31)30-33/h1-11,27,33H,12H2,(H,30,31)(H2,28,29,32)

Standard InChI Key:  HXPSABUEVHQNFN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   18.2547  -12.7862    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.0719  -12.7903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6669  -12.0805    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.3730  -14.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3719  -14.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0799  -15.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7896  -14.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7867  -14.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0781  -13.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6652  -13.6117    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.7822  -12.3834    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.4979  -15.2467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2050  -14.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9133  -15.2445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2037  -14.0198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6204  -14.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3275  -15.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0340  -14.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0332  -14.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3199  -13.6092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6162  -14.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7397  -13.6059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4486  -14.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1551  -13.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8609  -14.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5670  -13.6008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5650  -12.7827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8512  -12.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1480  -12.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2724  -12.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9818  -12.7746    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2690  -11.5518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6878  -12.3630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  4 10  1  0
  9  2  1  0
  2 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 30 31  1  0
 30 32  2  0
 27 30  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5094741

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 478.86

Molecular Weight (Monoisotopic): 478.1020

AlogP: 5.73

#Rotatable Bonds: 6

Polar Surface Area: 102.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.05

CX Basic pKa: 3.76

CX LogP: 4.65

CX LogD: 4.64

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.23

Np Likeness Score: -1.44

References

1. Lee S, Wang SW, Yu CL, Tai HC, Yen JY, Tuan YL, Wang HH, Liu YT, Chen SS, Lee HY..  (2021)  Effect of phenylurea hydroxamic acids on histone deacetylase and VEGFR-2.,  50  [PMID:34634618] [10.1016/j.bmc.2021.116454]

Source

Source(1):

• Scientific Literature