N-(2,3-Dimethylphenyl)-4-(2-((4-methoxybenzyl)amino)-2-oxoethoxy)benzamide

ID: ALA4860650

PubChem CID: 164618216

Max Phase: Preclinical

Molecular Formula: C25H26N2O4

Molecular Weight: 418.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)COc2ccc(C(=O)Nc3cccc(C)c3C)cc2)cc1

Standard InChI:  InChI=1S/C25H26N2O4/c1-17-5-4-6-23(18(17)2)27-25(29)20-9-13-22(14-10-20)31-16-24(28)26-15-19-7-11-21(30-3)12-8-19/h4-14H,15-16H2,1-3H3,(H,26,28)(H,27,29)

Standard InChI Key:  MGUYSGXPGCAFGJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.3892  -12.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3892  -11.4535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777  -11.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9727  -11.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9727  -12.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2652  -11.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2652  -10.2294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0975  -12.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8046  -12.2740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5129  -12.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2200  -12.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9283  -12.6793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6354  -12.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3409  -12.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0467  -12.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0467  -11.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7532  -11.0395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7532  -10.2223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4621  -11.4460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1686  -11.0354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8746  -11.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5807  -11.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5807  -10.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8649   -9.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1686  -10.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2893  -11.4394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8746  -12.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5129  -13.4987    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
  7  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:

   

   ALA4860650

   ---

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: 418.49

Molecular Weight (Monoisotopic): 418.1893

AlogP: 4.26

#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: 4.40

CX LogD: 4.40

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

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