4-(2-((4-Chlorobenzyl)amino)-2-oxoethoxy)-N-phenylbenzamide

ID: ALA4875589

PubChem CID: 164626147

Max Phase: Preclinical

Molecular Formula: C22H19ClN2O3

Molecular Weight: 394.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(COc1ccc(C(=O)Nc2ccccc2)cc1)NCc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C22H19ClN2O3/c23-18-10-6-16(7-11-18)14-24-21(26)15-28-20-12-8-17(9-13-20)22(27)25-19-4-2-1-3-5-19/h1-13H,14-15H2,(H,24,26)(H,25,27)

Standard InChI Key:  UQJFSZSFPMJBPU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.9750  -22.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6847  -22.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6847  -21.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9732  -20.9124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2682  -21.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2682  -22.1408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5607  -20.9107    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.3930  -22.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1001  -22.1381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8084  -22.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5155  -22.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2239  -22.5433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9309  -22.1336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6364  -22.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3422  -22.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3422  -21.3142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6289  -20.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9309  -21.3183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0487  -20.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0487  -20.0864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7576  -21.3101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4641  -20.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1701  -21.3065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8762  -20.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8762  -20.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1604  -19.6721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4641  -20.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8084  -23.3627    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
 10 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875589

   ---

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: 394.86

Molecular Weight (Monoisotopic): 394.1084

AlogP: 4.29

#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: 13.12

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.63

Np Likeness Score: -1.67

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