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

ID: ALA4870337

PubChem CID: 164623416

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)NCc1ccc(Cl)cc1

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

Standard InChI Key:  SMTJGVQUUIKXJC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   16.4509   -9.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1605   -8.6154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1605   -7.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4491   -7.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7440   -7.7948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7440   -8.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0366   -7.3858    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   17.8689   -9.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5759   -8.6131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2843   -9.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9914   -8.6109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6997   -9.0184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4068   -8.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1123   -9.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8180   -8.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8180   -7.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1047   -7.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4068   -7.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5245   -7.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5245   -6.5615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2334   -7.7852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9400   -7.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6460   -7.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3520   -7.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3520   -6.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6362   -6.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9400   -6.5595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6460   -8.5988    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   19.2843   -9.8378    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
 23 28  1  0
 10 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4870337

   ---

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: 13.06

CX Basic pKa: ┄

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.93

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