1-(2,6-dichlorophenyl)-3-(6-((3-fluoro-5-methylphenyl)amino)pyrimidin-4-yl)urea

ID: ALA4537004

PubChem CID: 155548572

Max Phase: Preclinical

Molecular Formula: C18H14Cl2FN5O

Molecular Weight: 406.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(F)cc(Nc2cc(NC(=O)Nc3c(Cl)cccc3Cl)ncn2)c1

Standard InChI:  InChI=1S/C18H14Cl2FN5O/c1-10-5-11(21)7-12(6-10)24-15-8-16(23-9-22-15)25-18(27)26-17-13(19)3-2-4-14(17)20/h2-9H,1H3,(H3,22,23,24,25,26,27)

Standard InChI Key:  YZDMQRNGIDAMFR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   17.7044   -4.2386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7032   -5.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4154   -5.4754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1292   -5.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1264   -4.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4136   -3.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4112   -3.0084    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8417   -5.4734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5529   -5.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6981   -2.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6990   -1.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9868   -1.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2794   -1.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2844   -2.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9931   -3.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5516   -4.2383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2654   -5.4712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2628   -3.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9688   -4.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6795   -3.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6786   -3.0059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9612   -2.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2575   -3.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5433   -2.6014    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.9688   -5.0584    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.5753   -3.0245    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.9848   -0.5566    0.0000 C   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
  6  7  1  0
  4  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  9 16  1  0
  9 17  2  0
 16 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
 23 24  1  0
 19 25  1  0
 14 26  1  0
 12 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537004

   ---

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: 406.25

Molecular Weight (Monoisotopic): 405.0559

AlogP: 5.62

#Rotatable Bonds: 4

Polar Surface Area: 78.94

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.74

CX Basic pKa: 3.40

CX LogP: 5.69

CX LogD: 5.69

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.78

References

1. Xie Z, Wu K, Wang Y, Pan Y, Chen B, Cheng D, Pan S, Guo T, Du X, Fang L, Wang X, Ye F..  (2020)  Discovery of 4,6-pyrimidinediamine derivatives as novel dual EGFR/FGFR inhibitors aimed EGFR/FGFR1-positive NSCLC.,  187  [PMID:31846829] [10.1016/j.ejmech.2019.111943]

Source

Source(1):

• Scientific Literature