4-(2-((4-Chlorobenzyl)amino)-2-oxoethoxy)-N-(3-(trifluoromethyl)phenyl)benzamide

ID: ALA4878977

PubChem CID: 164628586

Max Phase: Preclinical

Molecular Formula: C23H18ClF3N2O3

Molecular Weight: 462.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(C(=O)Nc2cccc(C(F)(F)F)c2)cc1)NCc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C23H18ClF3N2O3/c24-18-8-4-15(5-9-18)13-28-21(30)14-32-20-10-6-16(7-11-20)22(31)29-19-3-1-2-17(12-19)23(25,26)27/h1-12H,13-14H2,(H,28,30)(H,29,31)

Standard InChI Key:  PXUUITNBTIHGQI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   13.8551   -1.9852    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.4506   -2.6951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2676   -2.6951    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.7445   -2.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0385   -2.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3325   -2.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6260   -2.7046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9171   -2.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2106   -2.7087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2106   -3.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5048   -3.9358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7993   -3.5281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0922   -3.9378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3839   -3.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6768   -3.9400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9685   -3.5325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2614   -3.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530   -3.5347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8434   -3.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366   -3.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1366   -2.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8416   -2.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5530   -2.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291   -2.3051    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6768   -4.7572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7993   -2.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4972   -2.3014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9171   -1.4808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3325   -1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0287   -1.0666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7445   -1.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4506   -3.5151    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  2  1  0
  5  4  1  0
  6  5  2  0
  7  6  1  0
  8  7  1  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 20 21  2  0
 22 21  1  0
 23 22  2  0
 18 23  1  0
 21 24  1  0
 15 25  2  0
 26 12  1  0
 27 26  2  0
  9 27  1  0
  8 28  2  0
 29  6  1  0
 30 29  2  0
 31 30  1  0
  4 31  2  0
  2 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878977

   ---

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: 462.86

Molecular Weight (Monoisotopic): 462.0958

AlogP: 5.31

#Rotatable Bonds: 7

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.11

CX Basic pKa: ┄

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -1.86

References

1. Turgutalp B, Uslu M, Helvacioglu S, Charehsaz M, Gurdal EE, Sippl W, Kocabas F, Yarim M..  (2021)  Lead Optimization and Structure-Activity Relationship Studies on Myeloid Ecotropic Viral Integration Site 1 Inhibitor.,  64  (19.0): [PMID:34542289] [10.1021/acs.jmedchem.1c00972]

Source

Source(1):

• Scientific Literature