Methyl 6-[4-(Dimethylamino)phenyl]-2-methoxybenzo[d][1,3]dioxole-5-carboxylate

ID: ALA5091460

PubChem CID: 53245967

Max Phase: Preclinical

Molecular Formula: C18H19NO5

Molecular Weight: 329.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc2c(c(OC)c1-c1ccc(N(C)C)cc1)OCO2

Standard InChI:  InChI=1S/C18H19NO5/c1-19(2)12-7-5-11(6-8-12)15-13(18(20)22-4)9-14-16(17(15)21-3)24-10-23-14/h5-9H,10H2,1-4H3

Standard InChI Key:  BVAOVMDHWBCWPH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   29.1286   -4.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1274   -5.7722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8355   -6.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5451   -5.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5423   -4.9490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8337   -4.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8284   -3.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5365   -3.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5344   -2.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1217   -3.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1162   -2.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8240   -2.0975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6498   -1.2966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8343   -1.2148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5045   -1.9651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4164   -3.7384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7063   -3.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2450   -3.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2466   -4.5437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9519   -3.3166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6605   -3.7238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8353   -6.9983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1275   -7.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5429   -7.4071    0.0000 C   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
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
  6  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
 10 16  1  0
 16 17  1  0
  8 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
  3 22  1  0
 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5091460

   Methyl 6-(4-dimethylaminophenyl)-7-methoxy-1,3-benzodioxole-5-carboxylate

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: 329.35

Molecular Weight (Monoisotopic): 329.1263

AlogP: 2.94

#Rotatable Bonds: 4

Polar Surface Area: 57.23

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.33

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: 0.18

References

1. Zhou Z, Li Y, Ma X, Cao B, Peng T, Sheng Y, Peng H, Li R, Cao Y, Xi R, Li F, Wang M, Sun H, Zhang G, Zhang H, Hu K, Xiao W, Wang F..  (2021)  Identification of a Novel TAR RNA-Binding Protein 2 Modulator with Potential Therapeutic Activity against Hepatocellular Carcinoma.,  64  (11.0): [PMID:34038111] [10.1021/acs.jmedchem.1c00018]

Source

Source(1):

• Scientific Literature