2-chloro-N-(2-chloroethyl)-N-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)ethan-1-aminium Bromide

ID: ALA5273374

Max Phase: Preclinical

Molecular Formula: C18H29BBrCl2NO2

Molecular Weight: 373.15

Names and Identifiers

Canonical SMILES:  CC1(C)OB(c2ccc(C[N+](C)(CCCl)CCCl)cc2)OC1(C)C.[Br-]

Standard InChI:  InChI=1S/C18H29BCl2NO2.BrH/c1-17(2)18(3,4)24-19(23-17)16-8-6-15(7-9-16)14-22(5,12-10-20)13-11-21;/h6-9H,10-14H2,1-5H3;1H/q+1;/p-1

Standard InChI Key:  ICXQUZXNIQOHPO-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
   -0.3718   -2.2780    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593   -3.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4447   -2.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7329   -3.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7329   -4.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4429   -4.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1593   -4.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182   -2.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036   -3.2835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4109   -2.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1256   -3.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8740   -4.5249    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8740   -5.3499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6781   -5.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1489   -4.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6569   -4.2790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8635   -5.3592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8635   -4.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2615   -6.1837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4645   -6.3973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3036   -4.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182   -4.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182   -5.3464    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.0182   -3.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8402   -2.8708    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  2  7  1  0
  7  6  2  0
  4  8  1  0
  9  8  1  0
  9 10  1  0
 10 11  1  0
 12  7  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 15  1  0
 15 17  1  0
 15 18  1  0
 14 19  1  0
 14 20  1  0
  9 21  1  0
 21 22  1  0
 22 23  1  0
  9 24  1  0
 11 25  1  0
M  CHG  2   1  -1   9   1
M  END

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: 373.15

Molecular Weight (Monoisotopic): 372.1663

AlogP: ┄

#Rotatable Bonds: ┄

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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: ┄

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QED Weighted: ┄

Np Likeness Score: ┄

References

1. Wang P, Gong Q, Hu J, Li X, Zhang X..  (2021)  Reactive Oxygen Species (ROS)-Responsive Prodrugs, Probes, and Theranostic Prodrugs: Applications in the ROS-Related Diseases.,  64  (1.0): [PMID:33356214] [10.1021/acs.jmedchem.0c01704]

2. Maslah H, Skarbek C, Pethe S, Labruère R..  (2020)  Anticancer boron-containing prodrugs responsive to oxidative stress from the tumor microenvironment.,  207  [PMID:32858470] [10.1016/j.ejmech.2020.112670]

Source

Source(1):

• Scientific Literature