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

ID: ALA4514591

Cas Number: 61852-29-7

PubChem CID: 12323718

Max Phase: Preclinical

Molecular Formula: C19H24N2O2S

Molecular Weight: 344.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OCCN(CCO)CCCN1c2ccccc2Sc2ccccc21

Standard InChI:  InChI=1S/C19H24N2O2S/c22-14-12-20(13-15-23)10-5-11-21-16-6-1-3-8-18(16)24-19-9-4-2-7-17(19)21/h1-4,6-9,22-23H,5,10-15H2

Standard InChI Key:  QGIXVXKBMMDQOX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   19.0399   -9.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7529   -8.8941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4661   -9.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4661  -10.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7529  -10.5406    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.0399  -10.1300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3295  -10.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6119  -10.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6092   -9.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3223   -8.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1837  -10.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8968  -10.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8941   -9.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1806   -8.8924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7529   -8.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4658   -7.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4658   -6.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1828   -6.4193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1828   -5.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8955   -5.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8955   -4.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8955   -6.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6083   -6.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3253   -6.8297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  1  0
  1  6  2  0
  6  7  1  0
  8  7  2  0
  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
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514591

   2,2'-{[3-(10H-Phenothiazin-10-yl)propyl]azanediyl}di(ethan-1-ol)

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: 344.48

Molecular Weight (Monoisotopic): 344.1558

AlogP: 2.97

#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: 2.55

CX LogD: 1.27

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -1.07

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