[3-[(1-hydroxy-3H-2,1-benzoxaborol-6-yl)amino]-3-oxo-propyl]-triphenyl-phosphonium Bromide

ID: ALA4639618

PubChem CID: 156013375

Max Phase: Preclinical

Molecular Formula: C28H26BBrNO3P

Molecular Weight: 466.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)Nc1ccc2c(c1)B(O)OC2.[Br-]

Standard InChI:  InChI=1S/C28H25BNO3P.BrH/c31-28(30-23-17-16-22-21-33-29(32)27(22)20-23)18-19-34(24-10-4-1-5-11-24,25-12-6-2-7-13-25)26-14-8-3-9-15-26;/h1-17,20,32H,18-19,21H2;1H

Standard InChI Key:  LZMRQSDNIPAVDN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 38  0  0  0  0  0  0  0  0999 V2000
   18.5519   -7.5157    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   16.1003   -4.6638    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.6401   -5.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6389   -5.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3470   -6.3008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3452   -4.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0538   -5.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0541   -5.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8327   -6.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3137   -5.4776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8323   -4.8156    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   18.9323   -4.6639    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2246   -5.0727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5168   -4.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2248   -5.8899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8092   -5.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0845   -4.0383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1012   -3.8474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8109   -3.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8110   -2.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1027   -2.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3927   -2.6291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3961   -3.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0962   -5.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3841   -5.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3797   -6.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0858   -7.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7980   -6.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7989   -5.8890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2831   -4.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8800   -3.9476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0635   -3.9431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6505   -4.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0599   -5.3614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8750   -5.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  4  5  1  0
  5  8  2  0
  7  6  2  0
  6  3  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  3 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16  2  1  0
 11 17  1  0
  2 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
  2 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
M  CHG  2   1  -1   2   1
M  END

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: 466.31

Molecular Weight (Monoisotopic): 466.1738

AlogP: ┄

#Rotatable Bonds: ┄

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HBA: ┄

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#RO5 Violations: ┄

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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. Jonnalagadda SK, Wielenberg K, Ronayne CT, Jonnalagadda S, Kiprof P, Jonnalagadda SC, Mereddy VR..  (2020)  Synthesis and biological evaluation of arylphosphonium-benzoxaborole conjugates as novel anticancer agents.,  30  (14): [PMID:32527557] [10.1016/j.bmcl.2020.127259]

Source

Source(1):

• Scientific Literature