3,6-Bis(N,N-dimethylamino)-9-(2-N,N-diethylcarboxamidophenyl)thioxanthylium Hexafluorophosphate

ID: ALA524023

PubChem CID: 44139213

Max Phase: Preclinical

Molecular Formula: C28H32F6N3OPS

Molecular Weight: 458.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=O)c1ccccc1-c1c2ccc(=[N+](C)C)cc-2sc2cc(N(C)C)ccc12.F[P-](F)(F)(F)(F)F

Standard InChI:  InChI=1S/C28H32N3OS.F6P/c1-7-31(8-2)28(32)22-12-10-9-11-21(22)27-23-15-13-19(29(3)4)17-25(23)33-26-18-20(30(5)6)14-16-24(26)27;1-7(2,3,4,5)6/h9-18H,7-8H2,1-6H3;/q+1;-1

Standard InChI Key:  ABELUKOJMATOKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.9048  -22.3536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9178  -20.9245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  1  3  1  0
  1  4  1  0
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M  CHG  2   1  -1  22   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: 458.65

Molecular Weight (Monoisotopic): 458.2261

AlogP: 5.25

#Rotatable Bonds: 5

Polar Surface Area: 26.56

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.38

CX LogP: 0.97

CX LogD: 0.97

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.30

Np Likeness Score: -0.94

References

1. Gannon MK, Holt JJ, Bennett SM, Wetzel BR, Loo TW, Bartlett MC, Clarke DM, Sawada GA, Higgins JW, Tombline G, Raub TJ, Detty MR..  (2009)  Rhodamine inhibitors of P-glycoprotein: an amide/thioamide "switch" for ATPase activity.,  52  (10): [PMID:19402665] [10.1021/jm900253g]

Source

Source(1):

• Scientific Literature