1-(4,4-Dimethylthiochroman-6-yl)-3-(4-(trifluoromethyl)phenyl)thiourea

ID: ALA4539752

PubChem CID: 155549966

Max Phase: Preclinical

Molecular Formula: C19H19F3N2S2

Molecular Weight: 396.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)CCSc2ccc(NC(=S)Nc3ccc(C(F)(F)F)cc3)cc21

Standard InChI:  InChI=1S/C19H19F3N2S2/c1-18(2)9-10-26-16-8-7-14(11-15(16)18)24-17(25)23-13-5-3-12(4-6-13)19(20,21)22/h3-8,11H,9-10H2,1-2H3,(H2,23,24,25)

Standard InChI Key:  SHZYYDAJZVGXDA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   43.5018  -19.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2070  -20.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9127  -19.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9100  -18.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1958  -18.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4931  -18.7893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8302  -19.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1315  -17.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5442  -18.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9526  -17.6786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9554  -20.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6651  -19.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6623  -18.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9536  -18.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3684  -18.3888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0777  -18.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7838  -18.3834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0807  -19.6119    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.2474  -19.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2515  -18.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8353  -18.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5395  -20.0317    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   45.6217  -20.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6244  -20.8237    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   46.3281  -19.5956    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   46.3240  -20.4133    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  9  8  1  0
 10  9  1  0
 19 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 20  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17  6  1  0
 19 20  2  0
 19 22  1  0
 20  9  1  0
  9 21  1  0
 21  7  1  0
  7 22  1  0
  3 23  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539752

   ---

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: 396.50

Molecular Weight (Monoisotopic): 396.0942

AlogP: 6.29

#Rotatable Bonds: 2

Polar Surface Area: 24.06

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.69

CX Basic pKa: ┄

CX LogP: 6.48

CX LogD: 6.48

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.58

Np Likeness Score: -1.26

References

1. Nammalwar B, Bunce RA, Berlin KD, Benbrook DM, Toal C..  (2019)  Synthesis and biological evaluation of SHetA2 (NSC-721689) analogs against the ovarian cancer cell line A2780.,  170  [PMID:30878829] [10.1016/j.ejmech.2019.03.010]

Source

Source(1):

• Scientific Literature