5-{[Benzyl(methyl)amino]methyl}-N-[(3-methoxyphenyl)methyl]-4-oxo-3H,4H-thieno[2,3-d]pyrimidine-2-carboxamide

ID: ALA3337895

Chembl Id: CHEMBL3337895

Max Phase: Preclinical

Molecular Formula: C24H24N4O3S

Molecular Weight: 448.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(CNC(=O)c2nc3scc(CN(C)Cc4ccccc4)c3c(=O)[nH]2)c1

Standard InChI:  InChI=1S/C24H24N4O3S/c1-28(13-16-7-4-3-5-8-16)14-18-15-32-24-20(18)22(29)26-21(27-24)23(30)25-12-17-9-6-10-19(11-17)31-2/h3-11,15H,12-14H2,1-2H3,(H,25,30)(H,26,27,29)

Standard InChI Key:  FITQSJBSXMDHOS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3337895

   T-26f

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: 448.55

Molecular Weight (Monoisotopic): 448.1569

AlogP: 3.56

#Rotatable Bonds: 8

Polar Surface Area: 87.32

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.53

CX Basic pKa: 6.72

CX LogP: 2.97

CX LogD: 2.97

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.43

Np Likeness Score: -1.61

References

1. Nara H, Sato K, Naito T, Mototani H, Oki H, Yamamoto Y, Kuno H, Santou T, Kanzaki N, Terauchi J, Uchikawa O, Kori M..  (2014)  Thieno[2,3-d]pyrimidine-2-carboxamides bearing a carboxybenzene group at 5-position: highly potent, selective, and orally available MMP-13 inhibitors interacting with the S1″ binding site.,  22  (19): [PMID:25192810] [10.1016/j.bmc.2014.07.025]

2. SGC Frankfurt.  (2021)  Data for DCP probe T-26c,  [10.6019/CHEMBL4507300]

3.  (2021)  EUbOPEN Chemogenomics Library wave 1,  [10.6019/CHEMBL4689842]

4. EUbOPEN.  (2022)  EUbOPEN Chemogenomics Library wave 2 - DSF,  [10.6019/CHEMBL5060014]

5. EUbOPEN.  (2023)  Affinity Biochemical Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5210307]

6. EUbOPEN.  (2023)  Selectivity Literature for EUbOPEN Chemogenomics Library wave 3,  [10.6019/CHEMBL5212743]

Source

Source(4):

• Scientific Literature
• Donated Chemical Probes - SGC Frankfurt
• EUbOPEN Chemogenomic Library
• Literature data from EUbOPEN Chemogenomic Library