N-(9-(3,4-dimethoxyphenyl)-6-(dimethylamino)-3H-thioxanthen-3-ylidene)-N-methylmethanaminium hexafluorophosphate

ID: ALA491942

PubChem CID: 44566045

Max Phase: Preclinical

Molecular Formula: C25H27F6N2O2PS

Molecular Weight: 419.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c3ccc(=[N+](C)C)cc-3sc3cc(N(C)C)ccc23)cc1OC.F[P-](F)(F)(F)(F)F

Standard InChI:  InChI=1S/C25H27N2O2S.F6P/c1-26(2)17-8-10-19-23(14-17)30-24-15-18(27(3)4)9-11-20(24)25(19)16-7-12-21(28-5)22(13-16)29-6;1-7(2,3,4,5)6/h7-15H,1-6H3;/q+1;-1

Standard InChI Key:  DEODTGUEIALCPH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.9419  -13.4132    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5245  -13.1718    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6554  -12.1774    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    9.5312  -12.4648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1025  -11.6423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  2   1  -1  28   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: 419.57

Molecular Weight (Monoisotopic): 419.1788

AlogP: 4.79

#Rotatable Bonds: 4

Polar Surface Area: 24.71

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.40

CX LogP: 0.65

CX LogD: 0.65

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.35

Np Likeness Score: -0.48

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