4-(2-((3,4-Dichlorobenzyl)amino)-2-oxoethoxy)-N-(2,3-dimethylphenyl)benzamide

ID: ALA4867077

PubChem CID: 164622310

Max Phase: Preclinical

Molecular Formula: C24H22Cl2N2O3

Molecular Weight: 457.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)c2ccc(OCC(=O)NCc3ccc(Cl)c(Cl)c3)cc2)c1C

Standard InChI:  InChI=1S/C24H22Cl2N2O3/c1-15-4-3-5-22(16(15)2)28-24(30)18-7-9-19(10-8-18)31-14-23(29)27-13-17-6-11-20(25)21(26)12-17/h3-12H,13-14H2,1-2H3,(H,27,29)(H,28,30)

Standard InChI Key:  UFQCMCAHUKLYAY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   30.1244  -23.1193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8340  -22.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8340  -21.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1226  -21.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4163  -21.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4163  -22.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7083  -23.1183    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.7101  -21.4802    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.5424  -23.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2494  -22.7076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9578  -23.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6649  -22.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3732  -23.1129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.0803  -22.7032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7858  -23.1109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4915  -22.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4915  -21.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7782  -21.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0803  -21.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1981  -21.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1981  -20.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9069  -21.8797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6135  -21.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3195  -21.8761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0255  -21.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0255  -20.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3097  -20.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6135  -20.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7342  -21.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3195  -22.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9578  -23.9323    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
  6  7  1  0
  5  8  1  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 25 29  1  0
 24 30  1  0
 11 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4867077

   ---

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: 457.36

Molecular Weight (Monoisotopic): 456.1007

AlogP: 5.56

#Rotatable Bonds: 7

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.77

CX Basic pKa: ┄

CX LogP: 5.76

CX LogD: 5.76

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: -1.78

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