(E)-10-methyl-9-(4-(tert-butyl)styryl)acridin-10-ium iodide

ID: ALA4868389

PubChem CID: 164623342

Max Phase: Preclinical

Molecular Formula: C26H26IN

Molecular Weight: 352.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[n+]1c2ccccc2c(/C=C/c2ccc(C(C)(C)C)cc2)c2ccccc21.[I-]

Standard InChI:  InChI=1S/C26H26N.HI/c1-26(2,3)20-16-13-19(14-17-20)15-18-21-22-9-5-7-11-24(22)27(4)25-12-8-6-10-23(21)25;/h5-18H,1-4H3;1H/q+1;/p-1/b18-15+;

Standard InChI Key:  OJSXBXUMKHYLDF-FLNCGGNMSA-M

Molfile:  

     RDKit          2D

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    8.1913   -7.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158   -7.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6071   -7.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1660  -12.8803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1649  -13.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8792  -14.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8774  -12.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7456  -14.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4668  -13.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7446  -12.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0284  -13.7135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0275  -12.8775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3068  -12.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5827  -12.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5836  -13.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3088  -14.1347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3109  -14.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3070  -11.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0212  -11.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0214  -10.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7361   -9.9939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7367   -9.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0221   -8.7569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3056   -9.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3086   -9.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7267   -7.5112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7940  -13.9506    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6 16  2  0
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  7  4  1  0
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  8  9  2  0
  9 10  1  0
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 12 13  1  0
 12 17  2  0
 13 14  2  0
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 15 16  1  0
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 14 19  1  0
 19 20  2  0
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 24 25  1  0
 25 26  2  0
 26 21  1  0
 24  2  1  0
  2 27  1  0
M  CHG  2  17   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: 352.50

Molecular Weight (Monoisotopic): 352.2060

AlogP: 6.29

#Rotatable Bonds: 2

Polar Surface Area: 3.88

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.29

Np Likeness Score: -0.05

References

1. Song D, Zhang N, Zhang P, Zhang N, Chen W, Zhang L, Guo T, Gu X, Ma S..  (2021)  Design, synthesis and evaluation of novel 9-arylalkyl-10-methylacridinium derivatives as highly potent FtsZ-targeting antibacterial agents.,  221  [PMID:33964649] [10.1016/j.ejmech.2021.113480]

Source

Source(1):

• Scientific Literature