N-(2-Fluoro-5-(trifluoromethyl)phenyl)-4-(2-((4-methoxybenzyl)-amino)-2-oxoethoxy)benzamide

ID: ALA4857002

PubChem CID: 164614152

Max Phase: Preclinical

Molecular Formula: C24H20F4N2O4

Molecular Weight: 476.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)COc2ccc(C(=O)Nc3cc(C(F)(F)F)ccc3F)cc2)cc1

Standard InChI:  InChI=1S/C24H20F4N2O4/c1-33-18-7-2-15(3-8-18)13-29-22(31)14-34-19-9-4-16(5-10-19)23(32)30-21-12-17(24(26,27)28)6-11-20(21)25/h2-12H,13-14H2,1H3,(H,29,31)(H,30,32)

Standard InChI Key:  FEPLTIRFKZSDLA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   37.1327  -19.8726    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.9499  -19.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5413  -19.1649    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.9499  -20.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6718  -21.0979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6718  -21.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9657  -22.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2597  -21.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5532  -22.3295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8443  -21.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1378  -22.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1378  -23.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4321  -23.5607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7265  -23.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0195  -23.5628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3111  -23.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6041  -23.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8957  -23.1575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1886  -23.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4803  -23.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7706  -23.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0638  -23.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0638  -22.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7688  -21.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4803  -22.3371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3564  -21.9301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.3564  -21.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6041  -24.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7265  -22.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4245  -21.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8443  -21.1058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2597  -21.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9657  -23.1431    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   38.6558  -19.4612    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  2  0
  9  8  1  0
 10  9  1  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 21 20  2  0
 22 21  1  0
 22 23  2  0
 24 23  1  0
 25 24  2  0
 20 25  1  0
 23 26  1  0
 26 27  1  0
 17 28  2  0
 29 14  1  0
 30 29  2  0
 11 30  1  0
 10 31  2  0
 32  8  1  0
  4 32  2  0
  7 33  1  0
  2 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4857002

   ---

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: 476.43

Molecular Weight (Monoisotopic): 476.1359

AlogP: 4.80

#Rotatable Bonds: 8

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.23

CX Basic pKa: ┄

CX LogP: 4.39

CX LogD: 4.39

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -1.75

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