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

ID: ALA2282624

PubChem CID: 71577077

Max Phase: Preclinical

Molecular Formula: C18H15F3N4O

Molecular Weight: 360.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCNc1ccnc2c(F)cc(F)cc12)Nc1ccccc1F

Standard InChI:  InChI=1S/C18H15F3N4O/c19-11-9-12-15(5-6-23-17(12)14(21)10-11)22-7-8-24-18(26)25-16-4-2-1-3-13(16)20/h1-6,9-10H,7-8H2,(H,22,23)(H2,24,25,26)

Standard InChI Key:  YNNIGIKCGAIBEO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   12.4051  -11.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4040  -12.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1182  -12.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1163  -11.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8312  -11.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8346  -12.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5532  -12.7387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2730  -12.3218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2696  -11.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5463  -11.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5419  -10.2495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1167  -13.5625    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.6911  -11.0869    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   15.2534   -9.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2489   -9.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9606   -8.5931    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9560   -7.7688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6676   -7.3526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2398   -7.3605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3838   -7.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3834   -8.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0988   -8.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8113   -8.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8041   -7.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0883   -7.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0821   -6.5247    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
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2282624

   1-[2-[(6,8-Difluoroquinolin-4-yl)amino]ethyl]-3-(2-fluorophenyl)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: 360.34

Molecular Weight (Monoisotopic): 360.1198

AlogP: 3.89

#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: 11.53

CX Basic pKa: 4.64

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -2.02

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