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

ID: ALA4870221

PubChem CID: 162640902

Max Phase: Preclinical

Molecular Formula: C24H21F3N2O4

Molecular Weight: 458.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)COc2ccc(C(=O)Nc3cccc(C(F)(F)F)c3)cc2)cc1

Standard InChI:  InChI=1S/C24H21F3N2O4/c1-32-20-9-5-16(6-10-20)14-28-22(30)15-33-21-11-7-17(8-12-21)23(31)29-19-4-2-3-18(13-19)24(25,26)27/h2-13H,14-15H2,1H3,(H,28,30)(H,29,31)

Standard InChI Key:  VBMMGTMYOFEBPE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.7077   -2.3484    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.3033   -3.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1203   -3.0583    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5972   -2.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8911   -3.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4786   -3.0678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7697   -2.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0632   -3.0719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0632   -3.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3574   -4.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6519   -3.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9449   -4.3010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2365   -3.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5294   -4.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8211   -3.8957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1140   -4.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6942   -2.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4057   -3.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2817   -2.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2817   -1.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5294   -5.1204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6519   -3.0759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3499   -2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7697   -1.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1851   -1.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8814   -1.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5972   -1.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3033   -3.8783    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
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 19 18  2  0
 20 19  1  0
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 23 22  2  0
 18 23  1  0
 21 24  1  0
 24 25  1  0
 15 26  2  0
 27 12  1  0
 28 27  2  0
  9 28  1  0
  8 29  2  0
 30  6  1  0
 31 30  2  0
 32 31  1  0
  4 32  2  0
  2 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870221

   ---

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: 458.44

Molecular Weight (Monoisotopic): 458.1453

AlogP: 4.66

#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: 13.31

CX Basic pKa: ┄

CX LogP: 4.25

CX LogD: 4.25

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.51

Np Likeness Score: -1.62

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