2-((6-(3-Methoxyphenyl)thieno[2,3-d]pyrimidin-4-yl)thio)-acetic Acid

ID: ALA4753500

PubChem CID: 162653469

Max Phase: Preclinical

Molecular Formula: C15H12N2O3S2

Molecular Weight: 332.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2cc3c(SCC(=O)O)ncnc3s2)c1

Standard InChI:  InChI=1S/C15H12N2O3S2/c1-20-10-4-2-3-9(5-10)12-6-11-14(21-7-13(18)19)16-8-17-15(11)22-12/h2-6,8H,7H2,1H3,(H,18,19)

Standard InChI Key:  XKIYYGSCLKXOGP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    9.7098   -7.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7148   -8.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4164   -6.9284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9982   -6.9330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4223   -8.5628    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.7217  -10.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4333  -11.0143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1358  -10.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1348   -9.7842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4232   -9.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7167   -9.7888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9105   -9.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3947  -10.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9145  -10.8512    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.2119  -10.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6207  -10.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4379  -10.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8463  -10.1781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4333   -9.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6161   -9.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8509  -11.5922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6681  -11.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  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 14  1  0
  9 12  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
 17 21  1  0
 13 15  1  0
  5 10  1  0
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753500

   ---

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: 332.41

Molecular Weight (Monoisotopic): 332.0289

AlogP: 3.54

#Rotatable Bonds: 5

Polar Surface Area: 72.31

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.14

CX Basic pKa: 1.49

CX LogP: 3.17

CX LogD: 0.09

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.57

Np Likeness Score: -1.69

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