2,6-Bis-(4-amino-phenyl)-4-(4-dimethylamino-phenyl)-thiopyranylium chloride

ID: ALA149555

Chembl Id: CHEMBL149555

Cas Number: 126172-94-9

PubChem CID: 23277164

Max Phase: Preclinical

Molecular Formula: C25H24ClN3S

Molecular Weight: 398.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(-c2cc(-c3ccc(N)cc3)[s+]c(-c3ccc(N)cc3)c2)cc1.[Cl-]

Standard InChI:  InChI=1S/C25H24N3S.ClH/c1-28(2)23-13-7-17(8-14-23)20-15-24(18-3-9-21(26)10-4-18)29-25(16-20)19-5-11-22(27)12-6-19;/h3-16H,26-27H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  QBKVWLCRWBRVEV-UHFFFAOYSA-M

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: 398.56

Molecular Weight (Monoisotopic): 398.1685

AlogP: 6.26

#Rotatable Bonds: 4

Polar Surface Area: 55.28

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.65

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.31

Np Likeness Score: -0.31

References

1. Brennan NK, Hall JP, Davies SR, Gollnick SO, Oseroff AR, Gibson SL, Hilf R, Detty MR..  (2002)  In vitro photodynamic properties of chalcogenopyrylium analogues of the thiopyrylium antitumor agent AA1.,  45  (23): [PMID:12408723] [10.1021/jm020260m]

2. Hill JE, Linder MK, Davies KS, Sawada GA, Morgan J, Ohulchanskyy TY, Detty MR..  (2014)  Selenorhodamine photosensitizers for photodynamic therapy of P-glycoprotein-expressing cancer cells.,  57  (20): [PMID:25250825] [10.1021/jm501259v]

Source

Source(1):

• Scientific Literature