Methyl 7-Methoxy-6-[4-(N-methylbenzamido)phenyl]benzo[d][1,3]dioxole-5-carboxylate

ID: ALA5077274

PubChem CID: 166626862

Max Phase: Preclinical

Molecular Formula: C24H21NO6

Molecular Weight: 419.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1cc2c(c(OC)c1-c1ccc(N(C)C(=O)c3ccccc3)cc1)OCO2

Standard InChI:  InChI=1S/C24H21NO6/c1-25(23(26)16-7-5-4-6-8-16)17-11-9-15(10-12-17)20-18(24(27)29-3)13-19-21(22(20)28-2)31-14-30-19/h4-13H,14H2,1-3H3

Standard InChI Key:  BPHYLGLRQPHZIG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   29.0873  -25.1141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0861  -25.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7942  -26.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5039  -25.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5010  -25.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7924  -24.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7871  -23.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4953  -23.4808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4932  -22.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0805  -23.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0749  -22.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7827  -22.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6085  -21.4582    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7930  -21.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4633  -22.1267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.3751  -23.8999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6651  -23.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2038  -23.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2054  -24.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9107  -23.4781    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6192  -23.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7940  -27.1598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5016  -27.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0862  -27.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5014  -28.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2064  -27.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9143  -27.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6216  -27.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6223  -26.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9097  -25.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2053  -26.3454    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
 23 25  2  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5077274

   ---

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: 419.43

Molecular Weight (Monoisotopic): 419.1369

AlogP: 4.15

#Rotatable Bonds: 5

Polar Surface Area: 74.30

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.05

CX LogD: 4.05

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.58

Np Likeness Score: -0.25

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