2,2'-((3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)azanediyl)diethanol

ID: ALA4559340

PubChem CID: 12323719

Max Phase: Preclinical

Molecular Formula: C20H23F3N2O2S

Molecular Weight: 412.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OCCN(CCO)CCCN1c2ccccc2Sc2ccc(C(F)(F)F)cc21

Standard InChI:  InChI=1S/C20H23F3N2O2S/c21-20(22,23)15-6-7-19-17(14-15)25(16-4-1-2-5-18(16)28-19)9-3-8-24(10-12-26)11-13-27/h1-2,4-7,14,26-27H,3,8-13H2

Standard InChI Key:  PYPRDWVJNSDRQC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   20.6989  -18.2543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4121  -18.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4121  -19.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6989  -19.9011    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.9857  -19.4904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2710  -19.8987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5574  -19.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5547  -18.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2679  -18.2522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1299  -19.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8431  -19.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8404  -18.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1267  -18.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5533  -18.2527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5533  -17.4277    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.2704  -18.6673    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.2704  -17.8423    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.6989  -17.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4118  -17.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4118  -16.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1289  -15.7791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1289  -14.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8419  -14.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8419  -13.7185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8419  -16.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5547  -15.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2719  -16.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  4  3  2  0
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  6  7  1  0
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  9  8  1  0
 10  9  2  0
  1 10  1  0
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  3 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559340

   2-[2-Hydroxyethyl-[3-[2-(trifluoromethyl)phenothiazin-10-yl]propyl]amino]ethanol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.48

Molecular Weight (Monoisotopic): 412.1432

AlogP: 3.98

#Rotatable Bonds: 8

Polar Surface Area: 46.94

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.66

CX LogP: 3.43

CX LogD: 2.15

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.69

Np Likeness Score: -1.41

References

1. Gao Y, Sun TY, Bai WF, Bai CG..  (2019)  Design, synthesis and evaluation of novel phenothiazine derivatives as inhibitors of breast cancer stem cells.,  183  [PMID:31541872] [10.1016/j.ejmech.2019.111692]

Source

Source(1):

• Scientific Literature