3-(5-(hydroxymethyl)-3-(piperidin-1-yl)-1H-indol-1-yl)benzothioamide

ID: ALA4524885

PubChem CID: 132137355

Max Phase: Preclinical

Molecular Formula: C21H23N3OS

Molecular Weight: 365.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=S)c1cccc(-n2cc(N3CCCCC3)c3cc(CO)ccc32)c1

Standard InChI:  InChI=1S/C21H23N3OS/c22-21(26)16-5-4-6-17(12-16)24-13-20(23-9-2-1-3-10-23)18-11-15(14-25)7-8-19(18)24/h4-8,11-13,25H,1-3,9-10,14H2,(H2,22,26)

Standard InChI Key:  TYQFYKUVDMJNRJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   12.0996   -5.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1315   -6.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8602   -6.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5492   -6.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5133   -5.5103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7965   -5.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2113   -5.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9411   -5.4472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9012   -7.5927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1752   -4.2448    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.2341   -8.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4988   -8.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5645   -8.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3130   -8.8471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8608   -9.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3594   -7.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9089   -8.5022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6540   -9.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2014   -9.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0239   -9.5115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0006   -9.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2125   -9.4295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7381  -10.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0729  -10.8363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8870  -10.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3664  -10.2520    0.0000 C   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
  5  7  1  0
  7  8  1  0
  3  9  1  0
  7 10  2  0
  9 11  1  0
 11 12  2  0
 12 14  1  0
 13  9  1  0
 13 14  2  0
 14 15  1  0
 15 18  2  0
 17 16  2  0
 16 13  1  0
 17 18  1  0
 18 19  1  0
 12 20  1  0
 19 21  1  0
 20 22  1  0
 20 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4524885

   ---

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: 365.50

Molecular Weight (Monoisotopic): 365.1562

AlogP: 3.75

#Rotatable Bonds: 4

Polar Surface Area: 54.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.91

CX Basic pKa: ┄

CX LogP: 3.89

CX LogD: 3.89

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.69

Np Likeness Score: -0.94

References

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

Source

Source(1):

• Patent Bioactivity Data