N-(4-Fluorophenyl)-4-(2-((4-methoxybenzyl)amino)-2-oxoethoxy)benzamide

ID: ALA4846753

PubChem CID: 164609295

Max Phase: Preclinical

Molecular Formula: C23H21FN2O4

Molecular Weight: 408.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)COc2ccc(C(=O)Nc3ccc(F)cc3)cc2)cc1

Standard InChI:  InChI=1S/C23H21FN2O4/c1-29-20-10-2-16(3-11-20)14-25-22(27)15-30-21-12-4-17(5-13-21)23(28)26-19-8-6-18(24)7-9-19/h2-13H,14-15H2,1H3,(H,25,27)(H,26,28)

Standard InChI Key:  XCDURNNFNFNQON-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.0413   -9.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0413   -9.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3298   -8.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6248   -9.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6248   -9.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9173   -8.6776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9173   -7.8604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7496  -10.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4567   -9.9050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1650  -10.3124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8721   -9.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5805  -10.3102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2875   -9.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9930  -10.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6988   -9.8992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6988   -9.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9854   -8.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2875   -9.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4053   -8.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4053   -7.8533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1142   -9.0770    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8207   -8.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5267   -9.0734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2308   -8.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2308   -7.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5170   -7.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8207   -7.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9368   -7.4338    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1650  -11.1296    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
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 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
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 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
 11 30  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4846753

   ---

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: 408.43

Molecular Weight (Monoisotopic): 408.1485

AlogP: 3.78

#Rotatable Bonds: 8

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.33

CX Basic pKa: ┄

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.59

Np Likeness Score: -1.61

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