4-(2-((4-Chlorobenzyl)amino)-2-oxoethoxy)-N-(3,4-dimethoxyphenyl)benzamide

ID: ALA4871840

PubChem CID: 164622483

Max Phase: Preclinical

Molecular Formula: C24H23ClN2O5

Molecular Weight: 454.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)c2ccc(OCC(=O)NCc3ccc(Cl)cc3)cc2)cc1OC

Standard InChI:  InChI=1S/C24H23ClN2O5/c1-30-21-12-9-19(13-22(21)31-2)27-24(29)17-5-10-20(11-6-17)32-15-23(28)26-14-16-3-7-18(25)8-4-16/h3-13H,14-15H2,1-2H3,(H,26,28)(H,27,29)

Standard InChI Key:  WFNRGQDYURUNGE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.3815  -15.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0911  -14.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0911  -13.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3797  -13.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6746  -13.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6746  -14.6333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9672  -13.4032    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.7995  -15.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5065  -14.6306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2149  -15.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9220  -14.6284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6303  -15.0359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3374  -14.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0429  -15.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7486  -14.6249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7486  -13.8068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0353  -13.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3374  -13.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4552  -13.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4552  -12.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1640  -13.8027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.8706  -13.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5766  -13.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2807  -13.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2807  -12.5711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5668  -12.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8706  -12.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5668  -11.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8512  -10.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9867  -12.1595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6961  -12.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2149  -15.8553    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
 26 28  1  0
 28 29  1  0
 25 30  1  0
 30 31  1  0
 10 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871840

   ---

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: 454.91

Molecular Weight (Monoisotopic): 454.1295

AlogP: 4.30

#Rotatable Bonds: 9

Polar Surface Area: 85.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.12

CX Basic pKa: ┄

CX LogP: 3.82

CX LogD: 3.82

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -1.49

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