5-(3-Fluorophenyl)-4-oxo-N-{3-[2-(1H-1,2,4-triazol-3-yloxy)-ethoxy]benzyl}-3,4-dihydro-thieno[2,3-d]pyrimidine-2-carboxamide

ID: ALA4068176

Chembl Id: CHEMBL4068176

Cas Number: 935759-55-0

PubChem CID: 16719301

Max Phase: Preclinical

Molecular Formula: C24H19FN6O4S

Molecular Weight: 506.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCc1cccc(OCCOc2nc[nH]n2)c1)c1nc2scc(-c3cccc(F)c3)c2c(=O)[nH]1

Standard InChI:  InChI=1S/C24H19FN6O4S/c25-16-5-2-4-15(10-16)18-12-36-23-19(18)21(32)29-20(30-23)22(33)26-11-14-3-1-6-17(9-14)34-7-8-35-24-27-13-28-31-24/h1-6,9-10,12-13H,7-8,11H2,(H,26,33)(H,27,28,31)(H,29,30,32)

Standard InChI Key:  MLUCCAMJMIYYED-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4068176

   Mmp13-IN-2

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: 506.52

Molecular Weight (Monoisotopic): 506.1173

AlogP: 3.30

#Rotatable Bonds: 9

Polar Surface Area: 134.88

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.36

CX Basic pKa: ┄

CX LogP: 3.39

CX LogD: 3.12

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.26

Np Likeness Score: -1.86

References

1. Nara H, Kaieda A, Sato K, Naito T, Mototani H, Oki H, Yamamoto Y, Kuno H, Santou T, Kanzaki N, Terauchi J, Uchikawa O, Kori M..  (2017)  Discovery of Novel, Highly Potent, and Selective Matrix Metalloproteinase (MMP)-13 Inhibitors with a 1,2,4-Triazol-3-yl Moiety as a Zinc Binding Group Using a Structure-Based Design Approach.,  60  (2): [PMID:27966948] [10.1021/acs.jmedchem.6b01007]

Source

Source(1):

• Scientific Literature