1-(2-((6,8-Difluoroquinolin-4-yl)amino)ethyl)-3-(4-(trifluoromethoxy)phenyl)urea

ID: ALA2282621

PubChem CID: 76316256

Max Phase: Preclinical

Molecular Formula: C19H15F5N4O2

Molecular Weight: 426.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCNc1ccnc2c(F)cc(F)cc12)Nc1ccc(OC(F)(F)F)cc1

Standard InChI:  InChI=1S/C19H15F5N4O2/c20-11-9-14-16(5-6-26-17(14)15(21)10-11)25-7-8-27-18(29)28-12-1-3-13(4-2-12)30-19(22,23)24/h1-6,9-10H,7-8H2,(H,25,26)(H2,27,28,29)

Standard InChI Key:  ZSVXOWOEBVZZRX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.3501   -4.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3488   -5.0410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0633   -5.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0615   -3.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7764   -4.2104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7798   -5.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4986   -5.4541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2185   -5.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2152   -4.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4918   -3.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4872   -2.9644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0618   -6.2781    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.6359   -3.8020    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.1990   -2.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1945   -1.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9062   -1.3076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9017   -0.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6135   -0.0670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1854   -0.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3297   -0.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3294   -1.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0449   -1.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7576   -1.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7504   -0.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0344   -0.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4744   -1.7038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4801   -2.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1970   -2.9357    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.7689   -2.9454    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.4722   -3.3521    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  3 12  1  0
  1 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282621

   1-[2-[(6,8-Difluoroquinolin-4-yl)amino]ethyl]-3-[4-(trifluoromethoxy)phenyl]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: 426.35

Molecular Weight (Monoisotopic): 426.1115

AlogP: 4.65

#Rotatable Bonds: 6

Polar Surface Area: 75.28

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.92

CX Basic pKa: 4.64

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -1.89

References

1. Keche AP, Hatnapure GD, Tale RH, Rodge AH, Birajdar SS, Kamble VM.  (2013)  Synthesis, anti-inflammatory and antimicrobial evaluation of novel N1-(quinolin-4yl)ethane-1,2-diamine phenyl urea derivatives,  22  (3): [10.1007/s00044-012-0144-5]

Source

Source(1):

• Scientific Literature