1-(3-Chloro-2-fluorophenyl)-3-(2-((6,8-difluoroquinolin-4-yl)amino)ethyl)urea

ID: ALA2282625

PubChem CID: 76334432

Max Phase: Preclinical

Molecular Formula: C18H14ClF3N4O

Molecular Weight: 394.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCNc1ccnc2c(F)cc(F)cc12)Nc1cccc(Cl)c1F

Standard InChI:  InChI=1S/C18H14ClF3N4O/c19-12-2-1-3-15(16(12)22)26-18(27)25-7-6-23-14-4-5-24-17-11(14)8-10(20)9-13(17)21/h1-5,8-9H,6-7H2,(H,23,24)(H2,25,26,27)

Standard InChI Key:  KMJBLRCDYHKYAV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   18.3936  -11.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3925  -11.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1005  -12.2812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0988  -10.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8074  -11.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8108  -11.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5231  -12.2817    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2367  -11.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2333  -11.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5164  -10.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5119   -9.8141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0991  -13.0984    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.6858  -10.6443    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   21.2173   -9.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2128   -8.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9183   -8.1720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9138   -7.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6192   -6.9423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2039   -6.9501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3292   -7.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3289   -8.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0380   -8.5735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7444   -8.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7373   -7.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0276   -6.9386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0215   -6.1215    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.4413   -6.9246    0.0000 Cl  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
 25 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282625

   1-(3-Chloro-2-fluorophenyl)-3-[2-[(6,8-difluoroquinolin-4-yl)amino]ethyl]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: 394.78

Molecular Weight (Monoisotopic): 394.0808

AlogP: 4.54

#Rotatable Bonds: 5

Polar Surface Area: 66.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.41

CX Basic pKa: 4.64

CX LogP: 3.57

CX LogD: 3.56

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -2.17

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