(14-(4-(Methoxycarbonyl)-3-methylphenoxy)tetradecyl)triphenylphosphonium bromide

ID: ALA4214550

PubChem CID: 145972509

Max Phase: Preclinical

Molecular Formula: C40H50BrO3P

Molecular Weight: 609.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(OCCCCCCCCCCCCC[P+](c2ccccc2)(c2ccccc2)c2ccccc2)cc1C.[Br-]

Standard InChI:  InChI=1S/C40H50O3P.BrH/c1-34-33-35(29-30-39(34)40(41)42-2)43-31-21-10-8-6-4-3-5-7-9-11-22-32-44(36-23-15-12-16-24-36,37-25-17-13-18-26-37)38-27-19-14-20-28-38;/h12-20,23-30,33H,3-11,21-22,31-32H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  OCJSAJKGNVATSX-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

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   16.4028  -11.6210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  2  0
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  8 15  1  0
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 20 21  1  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: 609.81

Molecular Weight (Monoisotopic): 609.3492

AlogP: 9.45

#Rotatable Bonds: 19

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 11.37

CX LogD: 11.37

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.06

Np Likeness Score: -0.19

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