(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-phenylene)bis(methylene)diacetate

ID: ALA5287767

Max Phase: Preclinical

Molecular Formula: C19H27BO7

Molecular Weight: 378.23

Names and Identifiers

Canonical SMILES:  COc1cc(COC(C)=O)c(B2OC(C)(C)C(C)(C)O2)c(COC(C)=O)c1

Standard InChI:  InChI=1S/C19H27BO7/c1-12(21)24-10-14-8-16(23-7)9-15(11-25-13(2)22)17(14)20-26-18(3,4)19(5,6)27-20/h8-9H,10-11H2,1-7H3

Standard InChI Key:  TZYINBKALLEXAV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
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    0.0013   -0.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -0.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -1.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -1.6743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132   -1.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280   -0.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1428   -0.4370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    0.8000    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7132    1.2127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5279    2.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2736    2.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6058    1.3552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0723    2.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4881    2.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7418    2.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3251    2.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280   -0.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429   -0.4374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0031   -2.4996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178   -2.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -0.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -0.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576    0.8004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576   -0.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -0.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8576    0.8008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  3  7  1  0
  7  8  1  0
  2  9  1  0
 10  9  1  0
 10 11  1  0
 11 12  1  0
 13 12  1  0
  9 13  1  0
 12 14  1  0
 12 15  1  0
 11 16  1  0
 11 17  1  0
  1 18  1  0
 18 19  1  0
  5 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  2  0
  8 25  1  0
 25 26  1  0
 25 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287767

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 378.23

Molecular Weight (Monoisotopic): 378.1850

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Wang Y, Fan H, Balakrishnan K, Lin Z, Cao S, Chen W, Fan Y, Guthrie QA, Sun H, Teske KA, Gandhi V, Arnold LA, Peng X..  (2017)  Hydrogen peroxide activated quinone methide precursors with enhanced DNA cross-linking capability and cytotoxicity towards cancer cells.,  133  [PMID:28388522] [10.1016/j.ejmech.2017.03.041]

Source

Source(1):

• Scientific Literature