4-(2-(4-oxo-4-(4-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)piperazin-1-yl)butanamido)ethoxy)-3-(phenylsulfonyl)-1,2,5-oxadiazole-2-oxide

ID: ALA4529458

PubChem CID: 155545632

Max Phase: Preclinical

Molecular Formula: C34H35F3N6O7S2

Molecular Weight: 760.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCC(=O)N1CCN(CCCN2c3ccccc3Sc3ccc(C(F)(F)F)cc32)CC1)NCCOc1no[n+]([O-])c1S(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C34H35F3N6O7S2/c35-34(36,37)24-11-12-29-27(23-24)42(26-9-4-5-10-28(26)51-29)17-6-16-40-18-20-41(21-19-40)31(45)14-13-30(44)38-15-22-49-32-33(43(46)50-39-32)52(47,48)25-7-2-1-3-8-25/h1-5,7-12,23H,6,13-22H2,(H,38,44)

Standard InChI Key:  NONXKSNPKIYJCD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 52 57  0  0  0  0  0  0  0  0999 V2000
    5.2103  -18.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9276  -18.2734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6408  -18.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6408  -19.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9276  -19.9242    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2103  -19.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998  -19.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7862  -19.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7836  -18.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4925  -18.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3585  -19.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0674  -19.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0649  -18.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3512  -18.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7819  -18.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7819  -17.4510    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.4948  -18.6864    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.4948  -17.8614    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.9276  -17.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6405  -17.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6405  -16.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3534  -15.7983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3534  -14.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0662  -14.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7833  -14.9733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7833  -15.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0663  -16.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4961  -14.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4961  -13.7379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2091  -14.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9260  -14.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6390  -14.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3518  -14.5629    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0648  -14.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7817  -14.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4947  -14.9733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2075  -14.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2932  -13.7450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1002  -13.5707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5146  -14.2831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9634  -14.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1769  -15.6938    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.9701  -15.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5541  -15.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3478  -15.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5614  -16.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9833  -16.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1849  -16.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3774  -15.9080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9612  -16.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3396  -14.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6390  -15.7984    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
 15 17  1  0
 15 18  1  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 23 22  1  0
 24 23  1  0
 25 24  1  0
 26 25  1  0
 27 26  1  0
 22 27  1  0
 25 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 38 37  2  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 37  1  0
 41 42  1  0
 42 43  1  0
 44 43  2  0
 45 44  1  0
 46 45  2  0
 47 46  1  0
 48 47  2  0
 43 48  1  0
 42 49  2  0
 42 50  2  0
 40 51  1  0
 32 52  2  0
M  CHG  2  40   1  51  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4529458

   ---

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: 760.82

Molecular Weight (Monoisotopic): 760.1961

AlogP: 4.27

#Rotatable Bonds: 13

Polar Surface Area: 152.23

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.82

CX LogP: 2.99

CX LogD: 2.89

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.15

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