4-(2-((2-Chlorobenzyl)amino)-2-oxoethoxy)-N-(4-fluorophenyl)-benzamide

ID: ALA4873430

PubChem CID: 164622061

Max Phase: Preclinical

Molecular Formula: C22H18ClFN2O3

Molecular Weight: 412.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(C(=O)Nc2ccc(F)cc2)cc1)NCc1ccccc1Cl

Standard InChI:  InChI=1S/C22H18ClFN2O3/c23-20-4-2-1-3-16(20)13-25-21(27)14-29-19-11-5-15(6-12-19)22(28)26-18-9-7-17(24)8-10-18/h1-12H,13-14H2,(H,25,27)(H,26,28)

Standard InChI Key:  BINJVSFLWFTLCT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.1183  -28.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8279  -28.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8279  -27.4961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1165  -27.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4102  -27.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4102  -28.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5363  -28.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2433  -28.3165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9517  -28.7240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6588  -28.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3671  -28.7218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0742  -28.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7797  -28.7198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4854  -28.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4854  -27.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7721  -27.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0742  -27.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1919  -27.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1919  -26.2649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9008  -27.4886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6074  -27.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3134  -27.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0175  -27.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0175  -26.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3036  -25.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6074  -26.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7235  -25.8454    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.9517  -29.5412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1183  -29.5454    0.0000 Cl  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
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
  9 28  2  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873430

   ---

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: 412.85

Molecular Weight (Monoisotopic): 412.0990

AlogP: 4.43

#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: 13.05

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -2.03

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