1-(3,3-difluoropropyl)-6-(hydroxymethyl)-1H,1'H-3,7'-biindole-5'-carbothioamide

ID: ALA4549825

PubChem CID: 132137230

Max Phase: Preclinical

Molecular Formula: C21H19F2N3OS

Molecular Weight: 399.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=S)c1cc(-c2cn(CCC(F)F)c3cc(CO)ccc23)c2[nH]ccc2c1

Standard InChI:  InChI=1S/C21H19F2N3OS/c22-19(23)4-6-26-10-17(15-2-1-12(11-27)7-18(15)26)16-9-14(21(24)28)8-13-3-5-25-20(13)16/h1-3,5,7-10,19,25,27H,4,6,11H2,(H2,24,28)

Standard InChI Key:  LSGIVADUMIXMME-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.7943   -5.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7959   -8.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1370   -8.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3893   -9.3128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4591   -8.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2077   -9.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7513   -9.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2499   -8.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9103   -9.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2441  -10.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7650  -11.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0989  -12.1287    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7953   -8.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5469   -9.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0960  -10.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8947  -10.1724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9522  -11.2989    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.5029   -6.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5077   -6.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2086   -5.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9183   -6.0027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2045   -4.7804    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0880   -6.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0847   -6.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3028   -5.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8228   -6.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3082   -7.0897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 24  1  1  0
  1 20  2  0
 19  2  2  0
  2 25  1  0
  1  3  1  0
  3  4  2  0
  4  5  1  0
  5  7  1  0
  6  3  1  0
  6  7  2  0
  7  8  1  0
  8 15  2  0
 14  9  2  0
  9  6  1  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 12 18  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549825

   ---

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: 399.47

Molecular Weight (Monoisotopic): 399.1217

AlogP: 4.57

#Rotatable Bonds: 6

Polar Surface Area: 66.97

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.72

CX Basic pKa: ┄

CX LogP: 3.75

CX LogD: 3.75

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: -0.60

References

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

Source

Source(1):

• Patent Bioactivity Data