N-(9-(2-carboxythiophen-3-yl)-6-(dimethylamino)-3H-selenoxanthen-3-ylidene)-N-methylmethanaminium hexafluorophosphate

ID: ALA522642

PubChem CID: 16121978

Max Phase: Preclinical

Molecular Formula: C22H21F6N2O2PSSe

Molecular Weight: 456.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc2c(-c3ccsc3C(=O)O)c3ccc(=[N+](C)C)cc-3[se]c2c1.F[P-](F)(F)(F)(F)F

Standard InChI:  InChI=1S/C22H20N2O2SSe.F6P/c1-23(2)13-5-7-15-18(11-13)28-19-12-14(24(3)4)6-8-16(19)20(15)17-9-10-27-21(17)22(25)26;1-7(2,3,4,5)6/h5-12H,1-4H3;/q;-1/p+1

Standard InChI Key:  BBVBHSMUCSDFRP-UHFFFAOYSA-O

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
   11.7798    3.3766    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.0585    2.9734    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.7683    2.5516    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.4900    2.9528    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.5017    3.7757    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.7961    4.1981    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.0744    3.7969    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.6061    0.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6050    0.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3186   -0.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3168    1.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0310    0.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0344    0.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7525   -0.3110    0.0000 Se  0  0  0  0  0  2  0  0  0  0  0  0
    7.7456    1.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4682    0.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    0.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1950   -0.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9096    0.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1851    1.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7411    2.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6326   -0.2981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6378   -1.1218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3432    0.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8913   -0.3096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1783    0.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8906   -1.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4054    2.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1466    3.4457    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3229    3.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0728    2.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1901    2.4133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3674    1.6123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8012    2.9714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  6  1  0
  1  5  1  0
  1  7  1  0
  1  3  1  0
  1  4  1  0
 10 13  2  0
 20 21  2  0
 21 16  1  0
  8  9  2  0
 15 22  1  0
 12 15  1  0
 19 23  2  0
 13 14  1  0
 23 24  1  0
 14 17  1  0
 23 25  1  0
 16 15  2  0
  9 26  1  0
 12 11  2  0
 26 27  1  0
 11  8  1  0
 26 28  1  0
 22 29  2  0
 16 17  1  0
 12 13  1  0
 17 18  2  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 22  1  0
 18 19  1  0
 29 33  1  0
  9 10  1  0
 19 20  1  0
 33 34  1  0
 33 35  2  0
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: 456.45

Molecular Weight (Monoisotopic): 457.0483

AlogP: ┄

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#RO5 Violations (Lipinski): ┄

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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