2-amino-5-(4-(4-fluorobenzamido)phenoxy)-N-methylbenzamide

ID: ALA4476700

PubChem CID: 155538658

Max Phase: Preclinical

Molecular Formula: C21H18FN3O3

Molecular Weight: 379.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)c1cc(Oc2ccc(NC(=O)c3ccc(F)cc3)cc2)ccc1N

Standard InChI:  InChI=1S/C21H18FN3O3/c1-24-21(27)18-12-17(10-11-19(18)23)28-16-8-6-15(7-9-16)25-20(26)13-2-4-14(22)5-3-13/h2-12H,23H2,1H3,(H,24,27)(H,25,26)

Standard InChI Key:  UYOKVLAGEOOSOO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   27.9275   -2.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9264   -2.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6344   -3.3911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3441   -2.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3413   -2.1590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6327   -1.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0474   -1.7478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7567   -2.1537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7564   -2.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4648   -3.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1720   -2.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1663   -2.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4573   -1.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2184   -3.3902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5110   -2.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8029   -3.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5116   -2.1639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8818   -3.3681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8710   -1.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5816   -2.1314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8650   -0.9108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0963   -2.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3888   -3.3851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3877   -4.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1000   -4.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8047   -4.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5697   -0.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6802   -4.6121    0.0000 F   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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 11 18  1  0
 12 19  1  0
 19 20  2  0
 19 21  1  0
 16 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 16  1  0
 21 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476700

   ---

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: 379.39

Molecular Weight (Monoisotopic): 379.1332

AlogP: 3.81

#Rotatable Bonds: 5

Polar Surface Area: 93.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.76

CX LogP: 3.60

CX LogD: 3.60

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -1.25

References

1. Geng A, Cui H, Zhang L, Chen X, Li H, Lu T, Zhu Y..  (2019)  Discovery of novel phenoxybenzamide analogues as Raf/HDAC dual inhibitors.,  29  (13): [PMID:31053508] [10.1016/j.bmcl.2019.04.047]

Source

Source(1):

• Scientific Literature