3-(5-fluoro-1-(1-(methylsulfonyl)piperidin-4-yl)-1H-indol-3-yl)benzothioamide

ID: ALA4549932

PubChem CID: 132137317

Max Phase: Preclinical

Molecular Formula: C21H22FN3O2S2

Molecular Weight: 431.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)N1CCC(n2cc(-c3cccc(C(N)=S)c3)c3cc(F)ccc32)CC1

Standard InChI:  InChI=1S/C21H22FN3O2S2/c1-29(26,27)24-9-7-17(8-10-24)25-13-19(18-12-16(22)5-6-20(18)25)14-3-2-4-15(11-14)21(23)28/h2-6,11-13,17H,7-10H2,1H3,(H2,23,28)

Standard InChI Key:  XXSYQBPHKSVOIL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.9372   -9.0964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2314   -8.6878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.2304   -9.5033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8520   -2.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8508   -3.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5589   -3.9772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2685   -3.5678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2657   -2.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5571   -2.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9719   -2.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6811   -2.7398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5587   -4.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9688   -1.5167    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.8998   -5.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1521   -6.0481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2220   -5.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9705   -6.0448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5141   -6.6473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3094   -6.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5581   -5.6998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0128   -5.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6731   -6.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8634   -6.6233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3848   -7.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7149   -8.0293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5286   -8.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0121   -7.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4208   -8.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3566   -5.5259    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10 11  1  0
  6 12  1  0
 10 13  2  0
 12 14  2  0
 14 15  1  0
 15 17  1  0
 16 12  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 15 22  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25  2  1  0
  2 28  1  0
 20 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549932

   ---

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: 431.56

Molecular Weight (Monoisotopic): 431.1137

AlogP: 3.68

#Rotatable Bonds: 4

Polar Surface Area: 68.33

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.69

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.64

Np Likeness Score: -1.38

References

1.  (2017)  Ash1l inhibitors and methods of treatment therewith, 

Source

Source(1):

• Patent Bioactivity Data