N-(2,3-Dimethylphenyl)-4-(2-((4-fluorobenzyl)amino)-2-oxoethoxy)benzamide

ID: ALA4849836

PubChem CID: 164610555

Max Phase: Preclinical

Molecular Formula: C24H23FN2O3

Molecular Weight: 406.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)c2ccc(OCC(=O)NCc3ccc(F)cc3)cc2)c1C

Standard InChI:  InChI=1S/C24H23FN2O3/c1-16-4-3-5-22(17(16)2)27-24(29)19-8-12-21(13-9-19)30-15-23(28)26-14-18-6-10-20(25)11-7-18/h3-13H,14-15H2,1-2H3,(H,26,28)(H,27,29)

Standard InChI Key:  QDDWNGCTTPVWRV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.8896  -17.8529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5992  -17.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5992  -16.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8878  -16.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1827  -16.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1827  -17.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4753  -16.2139    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.3076  -17.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0146  -17.4413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7230  -17.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4300  -17.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1384  -17.8465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8455  -17.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5510  -17.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2567  -17.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2567  -16.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5434  -16.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8455  -16.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9632  -16.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9632  -15.3896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6721  -16.6133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3787  -16.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0847  -16.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7907  -16.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7907  -15.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0749  -14.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3787  -15.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4994  -16.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0847  -17.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7230  -18.6660    0.0000 O   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
  6  5  2  0
  6  1  1  0
  5  7  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 24 28  1  0
 23 29  1  0
 10 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4849836

   ---

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: 406.46

Molecular Weight (Monoisotopic): 406.1693

AlogP: 4.39

#Rotatable Bonds: 7

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.13

CX Basic pKa: ┄

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.61

Np Likeness Score: -1.83

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