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

ID: ALA4783516

PubChem CID: 162665981

Max Phase: Preclinical

Molecular Formula: C17H14N2O4S2

Molecular Weight: 374.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(-c2cc3ncnc(SCC(=O)O)c3s2)cc1

Standard InChI:  InChI=1S/C17H14N2O4S2/c1-2-23-17(22)11-5-3-10(4-6-11)13-7-12-15(25-13)16(19-9-18-12)24-8-14(20)21/h3-7,9H,2,8H2,1H3,(H,20,21)

Standard InChI Key:  PCFYQGJMGXTPRS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.6233   -6.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6425   -7.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3224   -6.2896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9048   -6.3208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3569   -7.9234    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6963   -9.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4106  -10.3740    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1098   -9.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0946   -9.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3762   -8.7402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6770   -9.1643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8952  -10.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3612   -9.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8631   -8.8606    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.1781   -9.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6021  -10.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4190  -10.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8118   -9.4578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3878   -8.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5709   -8.7779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6287   -9.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0567  -10.1371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0233   -8.7222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6668  -10.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0937  -11.5520    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 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
 18 21  1  0
 13 15  1  0
  5 10  1  0
  2  5  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4783516

   ---

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: 374.44

Molecular Weight (Monoisotopic): 374.0395

AlogP: 3.71

#Rotatable Bonds: 6

Polar Surface Area: 89.38

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.12

CX Basic pKa: 2.00

CX LogP: 3.71

CX LogD: 0.61

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.40

Np Likeness Score: -1.29

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