4-(2-(4-(4-(3-(2-(methylthio)-10H-phenothiazin-10-yl)propyl)piperazin-1-yl)-4-oxobutanamido)ethoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole-2-oxide

ID: ALA4525492

PubChem CID: 155543144

Max Phase: Preclinical

Molecular Formula: C34H38N6O7S3

Molecular Weight: 738.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CSc1ccc2c(c1)N(CCCN1CCN(C(=O)CCC(=O)NCCOc3no[n+]([O-])c3S(=O)(=O)c3ccccc3)CC1)c1ccccc1S2

Standard InChI:  InChI=1S/C34H38N6O7S3/c1-48-25-12-13-30-28(24-25)39(27-10-5-6-11-29(27)49-30)18-7-17-37-19-21-38(22-20-37)32(42)15-14-31(41)35-16-23-46-33-34(40(43)47-36-33)50(44,45)26-8-3-2-4-9-26/h2-6,8-13,24H,7,14-23H2,1H3,(H,35,41)

Standard InChI Key:  SEGUUQLRDWLCLK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 50 55  0  0  0  0  0  0  0  0999 V2000
   29.8969   -8.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6146   -8.0148    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3282   -8.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3282   -9.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6146   -9.6663    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.8969   -9.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1861   -9.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4723   -9.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4697   -8.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1831   -8.0126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0462   -9.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7554   -9.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7570   -8.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0389   -8.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4702   -8.0172    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.1834   -8.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6146   -7.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3279   -6.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3279   -5.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0410   -5.5386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0410   -4.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7583   -4.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4716   -4.7173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4716   -5.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7584   -5.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1848   -4.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1848   -3.4772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8979   -4.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6153   -4.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3286   -4.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0418   -4.3026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7592   -4.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4723   -4.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1855   -4.7173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.8988   -4.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9886   -3.4843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.7961   -3.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.2064   -4.0268    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.6549   -4.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8685   -5.4340    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.6662   -5.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2464   -5.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0405   -5.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2542   -6.0755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6758   -6.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8770   -6.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0687   -5.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.6527   -6.2323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0318   -4.0268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3286   -5.5386    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
 13 15  1  0
 15 16  1  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 21 20  1  0
 22 21  1  0
 23 22  1  0
 24 23  1  0
 25 24  1  0
 20 25  1  0
 23 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 36 35  2  0
 36 37  1  0
 37 38  1  0
 38 39  2  0
 39 35  1  0
 39 40  1  0
 40 41  1  0
 42 41  2  0
 43 42  1  0
 44 43  2  0
 45 44  1  0
 46 45  2  0
 41 46  1  0
 40 47  2  0
 40 48  2  0
 38 49  1  0
 30 50  2  0
M  CHG  2  38   1  49  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4525492

   ---

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: 738.91

Molecular Weight (Monoisotopic): 738.1964

AlogP: 3.98

#Rotatable Bonds: 14

Polar Surface Area: 152.23

Molecular Species: NEUTRAL

HBA: 12

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.84

CX LogP: 2.76

CX LogD: 2.66

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.11

Np Likeness Score: -1.55

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