5-[(6-Methylthieno[2,3-d]pyrimidin-4-yl)amino]isophthalic acid

ID: ALA3793637

Cas Number: 1081316-05-3

PubChem CID: 28383625

Max Phase: Preclinical

Molecular Formula: C15H11N3O4S

Molecular Weight: 329.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(Nc3cc(C(=O)O)cc(C(=O)O)c3)ncnc2s1

Standard InChI:  InChI=1S/C15H11N3O4S/c1-7-2-11-12(16-6-17-13(11)23-7)18-10-4-8(14(19)20)3-9(5-10)15(21)22/h2-6H,1H3,(H,19,20)(H,21,22)(H,16,17,18)

Standard InChI Key:  YUTKKHOJCYZXAI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -1.0028    1.5132    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
   -2.3155   -0.7475    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
   -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
    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
   -2.2901   -5.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5873   -6.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8881   -5.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8917   -3.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5944   -3.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7889    0.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1917   -3.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2305   -3.6268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1928   -1.8261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5868   -7.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472   -8.1232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -8.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6 11  1  0
 10  7  1  0
  7  5  1  0
  4  8  1  0
  8  9  1  0
 10 11  2  0
  9 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  9  1  0
 10 17  1  0
 18 19  1  0
 18 20  2  0
 15 18  1  0
 13 21  1  0
 21 22  1  0
 21 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3793637

   5-((6-Methylthieno[2,3-d]pyrimidin-4-yl)amino)isophthalic acid

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: 329.34

Molecular Weight (Monoisotopic): 329.0470

AlogP: 3.14

#Rotatable Bonds: 4

Polar Surface Area: 112.41

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.25

CX Basic pKa: 3.12

CX LogP: 3.01

CX LogD: -2.08

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.67

Np Likeness Score: -1.42

References

1. Ostrynska OV, Balanda AO, Bdzhola VG, Golub AG, Kotey IM, Kukharenko OP, Gryshchenko AA, Briukhovetska NV, Yarmoluk SM..  (2016)  Design and synthesis of novel protein kinase CK2 inhibitors on the base of 4-aminothieno[2,3-d]pyrimidines.,  115  [PMID:27017545] [10.1016/j.ejmech.2016.03.004]

Source

Source(1):

• Scientific Literature