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

ID: ALA4860686

PubChem CID: 164616484

Max Phase: Preclinical

Molecular Formula: C33H34IN3O2S

Molecular Weight: 536.72

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[n+]1c(/C=C/c2ccc(O)cc2)cc(/C=C2\Sc3ccccc3N2CCCN2CCOCC2)c2ccccc21.[I-]

Standard InChI:  InChI=1S/C33H33N3O2S.HI/c1-34-27(14-11-25-12-15-28(37)16-13-25)23-26(29-7-2-3-8-30(29)34)24-33-36(31-9-4-5-10-32(31)39-33)18-6-17-35-19-21-38-22-20-35;/h2-5,7-16,23-24H,6,17-22H2,1H3;1H/b33-24-;

Standard InChI Key:  JHBBFUXYCSNXKH-CNDADNQXSA-N

Molfile:  

     RDKit          2D

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   11.6858   -2.2155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5081   -8.4057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5  2  1  0
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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: 536.72

Molecular Weight (Monoisotopic): 536.2366

AlogP: 6.17

#Rotatable Bonds: 7

Polar Surface Area: 39.82

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.93

CX Basic pKa: 6.68

CX LogP: 2.29

CX LogD: 2.20

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.29

Np Likeness Score: -0.59

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