(14-(3-Hydroxy-4-(methoxycarbonyl)phenoxy)tetradecyl)triphenylphosphonium bromide

ID: ALA4215836

PubChem CID: 145973262

Max Phase: Preclinical

Molecular Formula: C39H48BrO4P

Molecular Weight: 611.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(OCCCCCCCCCCCCC[P+](c2ccccc2)(c2ccccc2)c2ccccc2)cc1O.[Br-]

Standard InChI:  InChI=1S/C39H47O4P.BrH/c1-42-39(41)37-29-28-33(32-38(37)40)43-30-20-9-7-5-3-2-4-6-8-10-21-31-44(34-22-14-11-15-23-34,35-24-16-12-17-25-35)36-26-18-13-19-27-36;/h11-19,22-29,32H,2-10,20-21,30-31H2,1H3;1H

Standard InChI Key:  JGRBYXIHACMCCP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.1973  -20.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9121  -20.7312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6286  -20.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.9079  -18.2533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9229  -21.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9268  -22.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6417  -23.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7696  -19.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0551  -19.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
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  6  7  2  0
  7  2  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
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 13 14  1  0
  8 15  1  0
 15 16  2  0
 11 17  1  0
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 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
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
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 32 34  2  0
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 35 36  2  0
 36 37  1  0
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 38 32  1  0
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 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
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 15 44  1  0
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M  CHG  2   1  -1  31   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 611.78

Molecular Weight (Monoisotopic): 611.3285

AlogP: 8.84

#Rotatable Bonds: 19

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.62

CX Basic pKa: ┄

CX LogP: 11.20

CX LogD: 11.20

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.07

Np Likeness Score: 0.03

References

1. Meco-Navas A, Ebiloma GU, Martín-Domínguez A, Martínez-Benayas I, Cueto-Díaz EJ, Alhejely AS, Balogun EO, Saito M, Matsui M, Arai N, Shiba T, Harada S, de Koning HP, Dardonville C..  (2018)  SAR of 4-Alkoxybenzoic Acid Inhibitors of the Trypanosome Alternative Oxidase.,  9  (9): [PMID:30258542] [10.1021/acsmedchemlett.8b00282]

Source

Source(1):

• Scientific Literature