2-{2-[5-(5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-ylsulfanylmethyl)-[1,3,4]-thiadiazol-2-ylsulfanylmethyl]phenyl}-3-methoxyacrylic Acid Methyl Ester

ID: ALA2251339

Chembl Id: CHEMBL2251339

PubChem CID: 16126943

Max Phase: Preclinical

Molecular Formula: C22H22N6O3S3

Molecular Weight: 514.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO/C=C(/C(=O)OC)c1ccccc1CSc1nnc(CSc2nc3nc(C)cc(C)n3n2)s1

Standard InChI:  InChI=1S/C22H22N6O3S3/c1-13-9-14(2)28-20(23-13)24-21(27-28)32-12-18-25-26-22(34-18)33-11-15-7-5-6-8-16(15)17(10-30-3)19(29)31-4/h5-10H,11-12H2,1-4H3/b17-10+

Standard InChI Key:  FOJHQTZRVGSZOG-LICLKQGHSA-N

Alternative Forms

1. Parent:

   

   ALA2251339

   methyl (E)-2-[2-[[5-[(5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)sulfanylmethyl]-1,3,4-thiadiazol-2-yl]sulfanylmethyl]phenyl]-3-methoxyprop-2-enoate

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: 514.66

Molecular Weight (Monoisotopic): 514.0916

AlogP: 4.34

#Rotatable Bonds: 9

Polar Surface Area: 104.39

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.14

Np Likeness Score: -1.83

References

1. Huang W, Zhao PL, Liu CL, Chen Q, Liu ZM, Yang GF..  (2007)  Design, synthesis, and fungicidal activities of new strobilurin derivatives.,  55  (8): [PMID:17371044] [10.1021/jf0632987]

Source

Source(1):

• Scientific Literature