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

ID: ALA4763392

PubChem CID: 155821699

Max Phase: Preclinical

Molecular Formula: C16H10N2O2S3

Molecular Weight: 358.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CSc1ncnc2sc(-c3cc4ccccc4s3)cc12

Standard InChI:  InChI=1S/C16H10N2O2S3/c19-14(20)7-21-15-10-6-13(23-16(10)18-8-17-15)12-5-9-3-1-2-4-11(9)22-12/h1-6,8H,7H2,(H,19,20)

Standard InChI Key:  RRIRDIKTUQVZCW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   10.0638   -8.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0688   -9.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7704   -8.4840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3564   -8.4885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7763  -10.1183    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0756  -12.1615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7872  -12.5699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4938  -12.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4888  -11.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7813  -10.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0747  -11.3443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2644  -11.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7486  -11.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2725  -12.4069    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.8206  -11.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8256  -12.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0500  -12.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5658  -11.7398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0419  -11.0777    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.5331  -12.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2397  -12.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2388  -11.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5272  -10.9147    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  1  0
 17 18  2  0
 18 19  1  0
 15 19  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 15 23  2  0
 16 20  2  0
 13 18  1  0
  5 10  1  0
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763392

   ---

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: 358.47

Molecular Weight (Monoisotopic): 357.9904

AlogP: 4.75

#Rotatable Bonds: 4

Polar Surface Area: 63.08

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.34

CX Basic pKa: 1.46

CX LogP: 4.20

CX LogD: 1.27

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.42

Np Likeness Score: -1.67

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