3-(6-(aminomethyl)-1-(2-hydroxyethyl)-1H-indol-3-yl)benzothioamide

ID: ALA4546073

PubChem CID: 132137133

Max Phase: Preclinical

Molecular Formula: C18H19N3OS

Molecular Weight: 325.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCc1ccc2c(-c3cccc(C(N)=S)c3)cn(CCO)c2c1

Standard InChI:  InChI=1S/C18H19N3OS/c19-10-12-4-5-15-16(11-21(6-7-22)17(15)8-12)13-2-1-3-14(9-13)18(20)23/h1-5,8-9,11,22H,6-7,10,19H2,(H2,20,23)

Standard InChI Key:  CIMSFIOQZTXZEP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    9.8503   -6.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8491   -7.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5572   -7.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2668   -7.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2640   -6.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5554   -6.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9702   -6.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6794   -6.4419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5570   -8.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9671   -5.2188    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8981   -8.9730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1504   -9.7503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2203   -8.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9688   -9.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5124  -10.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3077  -10.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5564   -9.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0111   -8.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6714  -10.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0052  -11.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5262  -11.8203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8562  -10.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6551  -10.6133    0.0000 N   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  2  0
 11 12  1  0
 12 14  1  0
 13  9  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 12 19  1  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546073

   ---

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: 325.44

Molecular Weight (Monoisotopic): 325.1249

AlogP: 2.39

#Rotatable Bonds: 5

Polar Surface Area: 77.20

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.69

CX Basic pKa: 9.19

CX LogP: 2.12

CX LogD: 0.35

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -0.77

References

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

Source

Source(1):

• Patent Bioactivity Data