2-((E)-4-Hydroxystyryl)-1-methyl-4-((Z)-(3-(3-(4-methylpiperidin-1-yl)propyl)benzo[d]thiazol-2(3H)-ylidene)methyl)-quinolin-1-ium iodide

ID: ALA4865626

PubChem CID: 164620092

Max Phase: Preclinical

Molecular Formula: C35H38IN3OS

Molecular Weight: 548.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1CCN(CCCN2/C(=C/c3cc(/C=C/c4ccc(O)cc4)[n+](C)c4ccccc34)Sc3ccccc32)CC1.[I-]

Standard InChI:  InChI=1S/C35H37N3OS.HI/c1-26-18-22-37(23-19-26)20-7-21-38-33-10-5-6-11-34(33)40-35(38)25-28-24-29(15-12-27-13-16-30(39)17-14-27)36(2)32-9-4-3-8-31(28)32;/h3-6,8-17,24-26H,7,18-23H2,1-2H3;1H/b35-25-;

Standard InChI Key:  XPIMLQMZJXDPIR-FALOATFPSA-N

Molfile:  

     RDKit          2D

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   24.7879  -16.6891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7861  -15.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4988  -15.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4996  -16.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2122  -16.6830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9246  -16.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9199  -15.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.2048  -12.4143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   22.6436  -12.9298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.0414  -13.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6334  -16.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6355  -17.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3443  -17.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3411  -18.7181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0490  -19.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7566  -18.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.0433  -17.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4659  -19.1200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8678  -13.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
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 11 12  1  0
 12 13  2  0
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 15 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
  8 26  1  0
 25 27  1  0
 25 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  9 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 39 34  1  0
 37 40  1  0
 29 41  1  0
M  CHG  2   1  -1   8   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: 548.78

Molecular Weight (Monoisotopic): 548.2730

AlogP: 7.57

#Rotatable Bonds: 7

Polar Surface Area: 30.59

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.68

CX Basic pKa: 9.29

CX LogP: 3.01

CX LogD: 2.01

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.24

Np Likeness Score: -0.48

References

1. Long W, Zheng BX, Huang XH, She MT, Liu AL, Zhang K, Wong WL, Lu YJ..  (2021)  Molecular Recognition and Imaging of Human Telomeric G-Quadruplex DNA in Live Cells: A Systematic Advancement of Thiazole Orange Scaffold To Enhance Binding Specificity and Inhibition of Gene Expression.,  64  (4.0): [PMID:33559473] [10.1021/acs.jmedchem.0c01656]

Source

Source(1):

• Scientific Literature