1-((6-hydroxybenzo[d][1,3]dioxol-5-yl)(3,4,5-trimethoxyphenyl)methyl)-3-methylurea

ID: ALA4755000

PubChem CID: 340430

Max Phase: Preclinical

Molecular Formula: C19H22N2O7

Molecular Weight: 390.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(c1cc(OC)c(OC)c(OC)c1)c1cc2c(cc1O)OCO2

Standard InChI:  InChI=1S/C19H22N2O7/c1-20-19(23)21-17(11-7-13-14(8-12(11)22)28-9-27-13)10-5-15(24-2)18(26-4)16(6-10)25-3/h5-8,17,22H,9H2,1-4H3,(H2,20,21,23)

Standard InChI Key:  ZVVSTMYYSLPECQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.4756  -12.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3341  -11.6795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7612  -12.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7643  -10.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7623  -11.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9809  -12.7523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0481  -11.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1937  -12.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4738  -11.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4625  -12.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3367  -10.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3334   -9.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9730  -11.4158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0479  -10.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0467  -12.9179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6263  -11.2711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6261  -10.4539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9187  -11.6799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2109  -11.2715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0328   -8.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7625   -9.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4646   -8.7944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4602   -7.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0247   -7.9807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3121   -7.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6251   -8.8133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9215   -9.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 14  1  0
  2  9  2  0
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  1  9  1  0
  8 15  1  0
  4 16  1  0
 13 12  2  0
  7 11  1  0
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 14  1  1  0
 10  6  1  0
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  6  8  1  0
  1 10  2  0
  6  4  2  0
  8  3  1  0
  5 22  1  0
  9  7  1  0
  4  2  1  0
  3 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 21 22  2  0
 23 24  1  0
 22 23  1  0
 25 26  1  0
 21 25  1  0
 27 28  1  0
 13 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755000

   1-[(6-Hydroxy-1,3-benzodioxol-5-yl)-(3,4,5-trimethoxyphenyl)methyl]-3-methylurea

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: 390.39

Molecular Weight (Monoisotopic): 390.1427

AlogP: 2.17

#Rotatable Bonds: 6

Polar Surface Area: 107.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.42

CX Basic pKa: ┄

CX LogP: 1.44

CX LogD: 1.43

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -0.03

References

1. Shergalis A,Xue D,Gharbia FZ,Driks H,Shrestha B,Tanweer A,Cromer K,Ljungman M,Neamati N.  (2020)  Characterization of Aminobenzylphenols as Protein Disulfide Isomerase Inhibitors in Glioblastoma Cell Lines.,  63  (18): [PMID:32830969] [10.1021/acs.jmedchem.0c00728]

Source

Source(1):

• Scientific Literature