(14-(4-(Ethoxycarbonyl)-3-hydroxy-5-methylphenoxy)tetradecyl)triphenylphosphonium bromide

ID: ALA4218963

PubChem CID: 145969188

Max Phase: Preclinical

Molecular Formula: C40H50BrO4P

Molecular Weight: 625.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1c(C)cc(OCCCCCCCCCCCCC[P+](c2ccccc2)(c2ccccc2)c2ccccc2)cc1O.[Br-]

Standard InChI:  InChI=1S/C40H49O4P.BrH/c1-33-31-34(32-38(41)39(33)40(42)43-2)44-29-21-10-8-6-4-3-5-7-9-11-22-30-45(35-23-15-12-16-24-35,36-25-17-13-18-26-36)37-27-19-14-20-28-37;/h12-20,23-28,31-32H,3-11,21-22,29-30H2,1-2H3;1H

Standard InChI Key:  OVZWDXMCRYUDDO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   38.3199   -6.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4478   -2.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.7333   -2.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1607   -3.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
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  7  2  1  0
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  9 10  1  0
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  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
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 24 25  1  0
 25 26  1  0
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 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  1  0
 31  6  1  0
 32 34  2  0
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 35 36  2  0
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 33 39  2  0
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 41 42  1  0
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 43 33  1  0
 15 44  1  0
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  9 46  1  0
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: 625.81

Molecular Weight (Monoisotopic): 625.3441

AlogP: 9.15

#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: 9.77

CX Basic pKa: ┄

CX LogP: 11.71

CX LogD: 11.71

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.06

Np Likeness Score: 0.16

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