4-(2-(8-hydroxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-yl)vinyl)-1-(14-(2-hydroxy-4-(methoxycarbonyl)-6-methylbenzoyloxy)tetradecyl)pyridinium bromide

ID: ALA4872515

PubChem CID: 164623020

Max Phase: Preclinical

Molecular Formula: C42H57BrN2O5

Molecular Weight: 669.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1c(C)cc(OCCCCCCCCCCCCCC[n+]2ccc(/C=C/c3cc4c5c(c3O)CCCN5CCC4)cc2)cc1O.[Br-]

Standard InChI:  InChI=1S/C42H56N2O5.BrH/c1-32-29-36(31-38(45)39(32)42(47)48-2)49-28-14-12-10-8-6-4-3-5-7-9-11-13-23-43-26-21-33(22-27-43)19-20-35-30-34-17-15-24-44-25-16-18-37(40(34)44)41(35)46;/h19-22,26-27,29-31H,3-18,23-25,28H2,1-2H3,(H,45,47);1H

Standard InChI Key:  RAPCGYQWZJLZKS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.5261   -8.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8132   -9.2898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8204  -10.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5220   -8.0506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0951   -8.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0893   -8.0593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3853   -9.2985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3740   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5 20  1  0
  4 22  1  0
  2 22  2  0
 32 39  1  0
 24 19  1  0
 36 27  1  0
 20 29  1  0
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 10 28  1  0
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 30  4  2  0
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  9 15  1  0
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  8 28  1  0
  7  3  1  0
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  2 21  1  0
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 47 49  2  0
 42 47  1  0
 48 50  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: 669.93

Molecular Weight (Monoisotopic): 669.4262

AlogP: 9.11

#Rotatable Bonds: 19

Polar Surface Area: 83.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.58

CX Basic pKa: 4.10

CX LogP: 7.46

CX LogD: 7.45

Aromatic Rings: 3

Heavy Atoms: 49

QED Weighted: 0.08

Np Likeness Score: 0.05

References

1. Cueto-Díaz EJ, Ebiloma GU, Alfayez IA, Ungogo MA, Lemgruber L, González-García MC, Giron MD, Salto R, Fueyo-González FJ, Shiba T, González-Vera JA, Ruedas Rama MJ, Orte A, de Koning HP, Dardonville C..  (2021)  Synthesis, biological, and photophysical studies of molecular rotor-based fluorescent inhibitors of the trypanosome alternative oxidase.,  220  [PMID:33940464] [10.1016/j.ejmech.2021.113470]

Source

Source(1):

• Scientific Literature