3-{[5-(4-Methylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino}benzoic acid

ID: ALA3401764

Chembl Id: CHEMBL3401764

PubChem CID: 1189381

Max Phase: Preclinical

Molecular Formula: C20H15N3O2S

Molecular Weight: 361.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2csc3ncnc(Nc4cccc(C(=O)O)c4)c23)cc1

Standard InChI:  InChI=1S/C20H15N3O2S/c1-12-5-7-13(8-6-12)16-10-26-19-17(16)18(21-11-22-19)23-15-4-2-3-14(9-15)20(24)25/h2-11H,1H3,(H,24,25)(H,21,22,23)

Standard InChI Key:  JXCJXVPOZXENNA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3401764

   3-[[5-(4-Methylphenyl)thieno[2,3-d]pyrimidin-4-yl]amino]benzoic 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: 361.43

Molecular Weight (Monoisotopic): 361.0885

AlogP: 5.11

#Rotatable Bonds: 4

Polar Surface Area: 75.11

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.75

CX Basic pKa: 3.11

CX LogP: 5.02

CX LogD: 2.54

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -1.57

References

1. Gryshchenko AA, Bdzhola VG, Balanda AO, Briukhovetska NV, Kotey IM, Golub AG, Ruban TP, Lukash LL, Yarmoluk SM..  (2015)  Design, synthesis and biological evaluation of N-phenylthieno[2,3-d]pyrimidin-4-amines as inhibitors of FGFR1.,  23  (9): [PMID:25817240] [10.1016/j.bmc.2014.12.044]

2. 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