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

ID: ALA4872650

PubChem CID: 164623540

Max Phase: Preclinical

Molecular Formula: C22H18ClFN2O3

Molecular Weight: 412.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(C(=O)Nc2ccccc2F)cc1)NCc1ccccc1Cl

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

Standard InChI Key:  CFRUBXKRAAMLSM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.5288  -28.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2385  -28.2238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2385  -27.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5270  -26.9959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8208  -27.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8208  -28.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9468  -28.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6539  -28.2216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3623  -28.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0693  -28.2194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7777  -28.6269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4847  -28.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1903  -28.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8960  -28.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8960  -27.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1827  -26.9904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4847  -27.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6025  -26.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6025  -26.1699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3114  -27.3937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.0179  -26.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7239  -27.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4300  -26.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4300  -26.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7142  -25.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0179  -26.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7239  -28.2072    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   33.3623  -29.4463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5288  -29.4505    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
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 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
 22 27  1  0
  9 28  2  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872650

   ---

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: 12.99

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -2.05

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