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

ID: ALA4519439

PubChem CID: 155541678

Max Phase: Preclinical

Molecular Formula: C20H26N2O2S2

Molecular Weight: 390.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1ccc2c(c1)N(CCCN(CCO)CCO)c1ccccc1S2

Standard InChI:  InChI=1S/C20H26N2O2S2/c1-25-16-7-8-20-18(15-16)22(17-5-2-3-6-19(17)26-20)10-4-9-21(11-13-23)12-14-24/h2-3,5-8,15,23-24H,4,9-14H2,1H3

Standard InChI Key:  KGORVWLALNEXDH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.0750   -8.9214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.7880   -9.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7880  -10.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0750  -10.5721    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   32.6515  -10.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   31.9313   -9.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6442   -8.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5057  -10.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2187  -10.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2162   -9.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5026   -8.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9289   -8.9240    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.6459   -9.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0750   -8.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7877   -7.6862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7877   -6.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5047   -6.4508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5047   -5.6259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2175   -5.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2175   -4.3906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2175   -6.8612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9303   -6.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6472   -6.8612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4519439

   ---

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: 390.57

Molecular Weight (Monoisotopic): 390.1436

AlogP: 3.69

#Rotatable Bonds: 9

Polar Surface Area: 46.94

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.66

CX LogP: 3.18

CX LogD: 1.90

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -1.40

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