(10-(2,3-dihydroxybenzoyloxy)decyl)triphenylphosphonium bromide

ID: ALA4788330

PubChem CID: 162669390

Max Phase: Preclinical

Molecular Formula: C35H40BrO4P

Molecular Weight: 555.68

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(OCCCCCCCCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)c1cccc(O)c1O.[Br-]

Standard InChI:  InChI=1S/C35H39O4P.BrH/c36-33-26-18-25-32(34(33)37)35(38)39-27-16-5-3-1-2-4-6-17-28-40(29-19-10-7-11-20-29,30-21-12-8-13-22-30)31-23-14-9-15-24-31;/h7-15,18-26H,1-6,16-17,27-28H2,(H-,36,37,38);1H

Standard InChI Key:  IQGHTZJMVJCGGL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 41 43  0  0  0  0  0  0  0  0999 V2000
    4.4822  -18.8367    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0132  -15.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0120  -16.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7201  -17.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297  -16.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4269  -15.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7183  -15.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5531  -10.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5520  -11.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2600  -11.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9697  -11.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9668  -10.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2582  -10.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8439  -11.6570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2598  -12.4752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5520  -12.8836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9674  -12.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5518  -13.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8440  -14.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8438  -14.9264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1360  -15.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1358  -16.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4280  -16.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4278  -17.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7200  -17.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0124  -17.3773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3046  -17.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5970  -17.3769    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.8891  -17.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5972  -16.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3059  -16.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3064  -15.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5983  -14.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8881  -15.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8910  -16.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1836  -17.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4763  -17.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4756  -18.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1882  -19.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926  -18.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8453  -10.0210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  9 14  1  0
 10 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28  5  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
 29 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 29  1  0
  8 41  1  0
M  CHG  2   1  -1  28   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: 555.68

Molecular Weight (Monoisotopic): 555.2659

AlogP: 7.37

#Rotatable Bonds: 15

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.27

CX Basic pKa: ┄

CX LogP: 9.72

CX LogD: 9.71

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.07

Np Likeness Score: 0.15

References

1. CatalAn, Mabel, Castro-Castillo, Vicente, Gajardo-de la Fuente, Javier, Aguilera, Jocelyn, Ferreira, Jorge, Ramires-Fernandez, Ricardo, Olmedo, Ivonne, Molina-Berrios, Alfredo, Palominos, Charlotte, Valencia, Marcelo, Dominguez, Marta, Souto, Jose A., Jara, Jose A..  (2020)  Continuous flow synthesis of lipophilic cations derived from benzoic acid as new cytotoxic chemical entities in human head and neck carcinoma cell lines,  11  (10): [PMID:33479625] [10.1039/d0md00153h]

Source

Source(1):

• Scientific Literature