5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-((4-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)piperazin-1-yl)methyl)chroman-4-one

ID: ALA4474393

PubChem CID: 155536927

Max Phase: Preclinical

Molecular Formula: C36H34F3N3O5S

Molecular Weight: 677.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CC(c2ccc(O)cc2)Oc2cc(O)c(CN3CCN(CCCN4c5ccccc5Sc5ccc(C(F)(F)F)cc54)CC3)c(O)c21

Standard InChI:  InChI=1S/C36H34F3N3O5S/c37-36(38,39)23-8-11-33-27(18-23)42(26-4-1-2-5-32(26)48-33)13-3-12-40-14-16-41(17-15-40)21-25-28(44)19-31-34(35(25)46)29(45)20-30(47-31)22-6-9-24(43)10-7-22/h1-2,4-11,18-19,30,43-44,46H,3,12-17,20-21H2

Standard InChI Key:  TVROJHIGKCCTOE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 48 54  0  0  0  0  0  0  0  0999 V2000
   31.5875   -8.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3056   -7.8445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0198   -8.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0198   -9.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3056   -9.4974    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.5875   -9.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8760   -9.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1616   -9.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1590   -8.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8688   -7.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7384   -9.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4482   -9.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4498   -8.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7311   -7.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1636   -7.8470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1636   -7.0209    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.8774   -8.2580    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.8774   -7.4319    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.3056   -7.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0195   -6.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0195   -5.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7332   -5.3662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7332   -4.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4470   -4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1650   -4.5402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1650   -5.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4470   -5.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8787   -4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5926   -4.5402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3108   -4.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0209   -4.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0209   -5.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3091   -5.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5926   -5.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8787   -5.7823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7350   -5.7772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.4532   -5.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4532   -4.5397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7350   -4.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7350   -3.3025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1671   -5.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8811   -5.3664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5954   -5.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5954   -6.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8836   -7.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1671   -6.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3092   -7.0180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3108   -3.3035    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  1  0
 30 29  2  0
 31 30  1  0
 32 31  2  0
 33 32  1  0
 34 33  2  0
 29 34  1  0
 34 35  1  0
 32 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 31 39  1  0
 39 40  2  0
 41 37  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
 44 47  1  0
 30 48  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474393

   ---

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: 677.75

Molecular Weight (Monoisotopic): 677.2171

AlogP: 7.34

#Rotatable Bonds: 7

Polar Surface Area: 96.71

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.62

CX Basic pKa: 7.60

CX LogP: 6.50

CX LogD: 6.47

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.19

Np Likeness Score: -0.15

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