N-(6-(dimethylamino)-9-(5-(ethoxycarbonyl)thiophen-2-yl)-3H-thioxanthen-3-ylidene)-N-methylmethanaminium hexafluorophosphate

ID: ALA490910

PubChem CID: 44139342

Max Phase: Preclinical

Molecular Formula: C24H25F6N2O2PS2

Molecular Weight: 437.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(-c2c3ccc(=[N+](C)C)cc-3sc3cc(N(C)C)ccc23)s1.F[P-](F)(F)(F)(F)F

Standard InChI:  InChI=1S/C24H25N2O2S2.F6P/c1-6-28-24(27)20-12-11-19(29-20)23-17-9-7-15(25(2)3)13-21(17)30-22-14-16(26(4)5)8-10-18(22)23;1-7(2,3,4,5)6/h7-14H,6H2,1-5H3;/q+1;-1

Standard InChI Key:  CPJKUARDKCQOSD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.1719   -7.8319    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.8815   -8.2537    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6031   -7.8524    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.6148   -7.0298    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0637  -11.2370    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9455  -11.2241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.2010  -11.2356    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    8.3774   -8.2670    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1394   -6.8177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4708   -6.0661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3206   -6.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2900   -5.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  0
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  9 26  1  0
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M  CHG  2   1  -1  23   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: 437.61

Molecular Weight (Monoisotopic): 437.1352

AlogP: 5.01

#Rotatable Bonds: 4

Polar Surface Area: 32.55

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 3.29

CX LogP: 1.37

CX LogD: 1.37

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.26

Np Likeness Score: -0.71

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