N-(2,4-dimethoxybenzyl)-N-methylbenzo[d][1,3]dioxole-5-carboxamide

ID: ALA4079106

PubChem CID: 24244141

Max Phase: Preclinical

Molecular Formula: C18H19NO5

Molecular Weight: 329.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN(C)C(=O)c2ccc3c(c2)OCO3)c(OC)c1

Standard InChI:  InChI=1S/C18H19NO5/c1-19(10-13-4-6-14(21-2)9-16(13)22-3)18(20)12-5-7-15-17(8-12)24-11-23-15/h4-9H,10-11H2,1-3H3

Standard InChI Key:  JURJSIXGZCBEDP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.3650   -5.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3638   -6.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0787   -6.5150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0768   -4.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6491   -6.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9349   -6.1010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6484   -7.3391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9355   -5.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2202   -6.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2215   -4.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2257   -4.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5124   -3.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7967   -4.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7987   -4.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125   -5.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9415   -3.6273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6546   -4.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0820   -3.6245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0815   -2.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7922   -5.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7970   -6.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5845   -6.3484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0664   -5.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5767   -5.0113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 21  2  0
 20  4  2  0
  4  1  1  0
  2  5  1  0
  5  6  1  0
  5  7  2  0
  6  8  1  0
  6  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 11 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4079106

   N-[(2,4-dimethoxyphenyl)methyl]-N-methyl-1,3-benzodioxole-5-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.35

Molecular Weight (Monoisotopic): 329.1263

AlogP: 2.70

#Rotatable Bonds: 5

Polar Surface Area: 57.23

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -0.93

References

1. Fujimoto J, Okamoto R, Noguchi N, Hara R, Masada S, Kawamoto T, Nagase H, Tamura YO, Imanishi M, Takagahara S, Kubo K, Tohyama K, Iida K, Andou T, Miyahisa I, Matsui J, Hayashi R, Maekawa T, Matsunaga N..  (2017)  Discovery of 3,5-Diphenyl-4-methyl-1,3-oxazolidin-2-ones as Novel, Potent, and Orally Available Δ-5 Desaturase (D5D) Inhibitors.,  60  (21): [PMID:29023121] [10.1021/acs.jmedchem.7b01210]

Source

Source(1):

• Scientific Literature