N-(2-(dimethylamino)ethyl)-3,4-difluoro-2-((2-fluoro-4-iodophenyl)amino)-N-methylbenzamide

ID: ALA4127424

PubChem CID: 122438572

Max Phase: Preclinical

Molecular Formula: C18H19F3IN3O

Molecular Weight: 477.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCN(C)C(=O)c1ccc(F)c(F)c1Nc1ccc(I)cc1F

Standard InChI:  InChI=1S/C18H19F3IN3O/c1-24(2)8-9-25(3)18(26)12-5-6-13(19)16(21)17(12)23-15-7-4-11(22)10-14(15)20/h4-7,10,23H,8-9H2,1-3H3

Standard InChI Key:  NAILWPQZDDTXHZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    9.3627   -5.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6483   -4.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9338   -5.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2193   -4.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2193   -3.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9338   -3.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6483   -3.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3627   -6.0388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0772   -4.8013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0772   -3.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9338   -6.0388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2193   -6.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2193   -7.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5049   -7.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7904   -7.2763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7904   -6.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5049   -6.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0759   -7.6888    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    7.9338   -7.6888    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5049   -3.5638    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.5049   -5.2138    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.7917   -5.2138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5062   -4.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2206   -5.2138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9351   -4.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2206   -6.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  2  0
  1  8  2  0
  1  9  1  0
  9 10  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 12 17  2  0
 15 18  1  0
 13 19  1  0
 11 12  1  0
  3 11  1  0
  5 20  1  0
  4 21  1  0
 22 23  1  0
 24 25  1  0
 24 26  1  0
 23 24  1  0
  9 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4127424

   ---

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: 477.27

Molecular Weight (Monoisotopic): 477.0525

AlogP: 4.09

#Rotatable Bonds: 6

Polar Surface Area: 35.58

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.82

CX Basic pKa: 8.47

CX LogP: 5.39

CX LogD: 4.29

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -1.89

References

1. Chakrabarty S, Monlish DA, Gupta M, Wright TD, Hoang VT, Fedak M, Chopra I, Flaherty PT, Madura J, Mannepelli S, Burow ME, Cavanaugh JE..  (2018)  Structure activity relationships of anthranilic acid-based compounds on cellular and in vivo mitogen activated protein kinase-5 signaling pathways.,  28  (13): [PMID:29803729] [10.1016/j.bmcl.2018.05.029]

Source

Source(1):

• Scientific Literature