4-(2-(5-(3-(methylsulfonyl)phenyl)thieno[2,3-d]pyrimidin-4-ylamino)ethyl)phenol

ID: ALA3730118

PubChem CID: 66835468

Max Phase: Preclinical

Molecular Formula: C21H19N3O3S2

Molecular Weight: 425.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1cccc(-c2csc3ncnc(NCCc4ccc(O)cc4)c23)c1

Standard InChI:  InChI=1S/C21H19N3O3S2/c1-29(26,27)17-4-2-3-15(11-17)18-12-28-21-19(18)20(23-13-24-21)22-10-9-14-5-7-16(25)8-6-14/h2-8,11-13,25H,9-10H2,1H3,(H,22,23,24)

Standard InChI Key:  PBBQNMMJZZDBAK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.8855    6.3807    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.3336    7.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    2.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2517    3.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8114    5.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2965    5.4106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2218    4.2301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6621    2.8384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9971    3.0138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2935    3.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1457    7.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2878    5.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    6.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5807    7.5270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8779    8.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1787    7.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1824    6.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8851    5.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2165    8.1358    0.0000 O   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  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
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 13 14  2  0
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 17 18  2  0
 18 13  1  0
 12 13  1  0
  7 19  1  0
 19 20  1  0
 15  2  1  0
  2 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3730118

   4-[2-[[5-(3-Methylsulfonylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino]ethyl]phenol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 425.54

Molecular Weight (Monoisotopic): 425.0868

AlogP: 4.12

#Rotatable Bonds: 6

Polar Surface Area: 92.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.25

CX Basic pKa: 3.94

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -1.48

References

1.  (2012)  Compounds, pharmaceutical compositions, and methods of treating or preventing neurodegenerative diseases or disorders, 

2. Klaeger, Susan S and 47 more authors.  2017-12-01  The target landscape of clinical kinase drugs.  [PMID:29191878]

Source

Source(1):

• Patent Bioactivity Data