1-(4-Methoxyphenyl)-3-(2,2,4,4-tetramethylthiochroman-6-yl)thiourea

ID: ALA4475800

PubChem CID: 146403636

Max Phase: Preclinical

Molecular Formula: C21H26N2OS2

Molecular Weight: 386.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=S)Nc2ccc3c(c2)C(C)(C)CC(C)(C)S3)cc1

Standard InChI:  InChI=1S/C21H26N2OS2/c1-20(2)13-21(3,4)26-18-11-8-15(12-17(18)20)23-19(25)22-14-6-9-16(24-5)10-7-14/h6-12H,13H2,1-5H3,(H2,22,23,25)

Standard InChI Key:  SXDISIRKWMJQON-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   35.7913  -20.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2040  -19.7282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3865  -19.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5053  -17.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9181  -18.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3265  -17.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3293  -20.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0390  -19.7382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0361  -18.9156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3275  -18.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7423  -18.5043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4515  -18.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1577  -18.4990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.4546  -19.7274    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   41.8669  -18.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.8669  -19.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5753  -20.1268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2825  -19.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2768  -18.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5678  -18.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6213  -19.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6254  -18.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2092  -18.9120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9133  -20.1472    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   43.9923  -20.1205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.6979  -19.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
 21  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 22  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 21 22  2  0
 21 24  1  0
 22  5  1  0
  5 23  1  0
 23  2  1  0
  2 24  1  0
 18 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475800

   ---

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: 386.59

Molecular Weight (Monoisotopic): 386.1487

AlogP: 6.06

#Rotatable Bonds: 3

Polar Surface Area: 33.29

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.70

CX Basic pKa: ┄

CX LogP: 5.94

CX LogD: 5.94

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -0.85

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