N-(9-(2-carboxyphenyl)-6-(dimethylamino)-3H-thioxanthen-3-ylidene)-N-methylmethanaminium hexafluorophosphate

ID: ALA491769

PubChem CID: 11512295

Max Phase: Preclinical

Molecular Formula: C24H23F6N2O2PS

Molecular Weight: 403.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc2c(-c3ccccc3C(=O)O)c3ccc(=[N+](C)C)cc-3sc2c1.F[P-](F)(F)(F)(F)F

Standard InChI:  InChI=1S/C24H22N2O2S.F6P/c1-25(2)15-9-11-19-21(13-15)29-22-14-16(26(3)4)10-12-20(22)23(19)17-7-5-6-8-18(17)24(27)28;1-7(2,3,4,5)6/h5-14H,1-4H3;/q;-1/p+1

Standard InChI Key:  CLXYWAAGPHGYAK-UHFFFAOYSA-O

Molfile:  

     RDKit          2D

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    1.9411  -23.2822    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6496  -23.7032    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700  -23.3027    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7767  -25.8701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4711  -22.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8769  -22.2623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0
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  8  9  2  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: 403.53

Molecular Weight (Monoisotopic): 403.1475

AlogP: 4.47

#Rotatable Bonds: 3

Polar Surface Area: 43.55

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.82

CX Basic pKa: 3.18

CX LogP: 1.17

CX LogD: 1.39

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: -0.57

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