Ethyl (6-(4-(methylthio)phenyl)thieno[3,2-d]pyrimidin-4-yl)glycinate

ID: ALA4745289

PubChem CID: 162649080

Max Phase: Preclinical

Molecular Formula: C17H17N3O2S2

Molecular Weight: 359.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)CNc1ncnc2cc(-c3ccc(SC)cc3)sc12

Standard InChI:  InChI=1S/C17H17N3O2S2/c1-3-22-15(21)9-18-17-16-13(19-10-20-17)8-14(24-16)11-4-6-12(23-2)7-5-11/h4-8,10H,3,9H2,1-2H3,(H,18,19,20)

Standard InChI Key:  OUCZJDSFVJDQFO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   10.2730   -7.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9630   -8.9942    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2631   -8.5741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5730   -7.3411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9869   -7.3601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2253  -11.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9293  -11.4454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6391  -11.0484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6531  -10.2313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9532   -9.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2393  -10.2082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4147  -11.3120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9053  -10.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4358   -9.9898    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.7224  -10.6693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1194  -11.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9364  -11.3931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3565  -10.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9595   -9.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1425   -9.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1736  -10.7030    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.5705  -11.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0008   -6.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7147   -6.1460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  1  3  1  0
  1  4  2  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
 12 13  2  0
 13 14  1  0
  8 12  1  0
  9 14  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 21 22  1  0
 18 21  1  0
 13 15  1  0
  2 10  1  0
 23 24  1  0
  5 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745289

   ---

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: 359.48

Molecular Weight (Monoisotopic): 359.0762

AlogP: 4.06

#Rotatable Bonds: 6

Polar Surface Area: 64.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.06

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: -1.70

References

1. Picado A,Chaikuad A,Wells CI,Shrestha S,Zuercher WJ,Pickett JE,Kwarcinski FE,Sinha P,de Silva CS,Zutshi R,Liu S,Kannan N,Knapp S,Drewry DH,Willson TM.  (2020)  A Chemical Probe for Dark Kinase STK17B Derives Its Potency and High Selectivity through a Unique P-Loop Conformation.,  63  (23.0): [PMID:33215924] [10.1021/acs.jmedchem.0c01174]

Source

Source(1):

• Scientific Literature