ID: ALA52738

Max Phase: Preclinical

Molecular Formula: C8H5F3N4O2

Molecular Weight: 246.15

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1n[n+]([O-])c2c(C(F)(F)F)cccc2[n+]1[O-]

Standard InChI:  InChI=1S/C8H5F3N4O2/c9-8(10,11)4-2-1-3-5-6(4)15(17)13-7(12)14(5)16/h1-3H,(H2,12,13)

Standard InChI Key:  JNUANMNBHSXRGY-UHFFFAOYSA-N

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

Properties

Molecular Weight: 246.15

Molecular Weight (Monoisotopic): 246.0365

AlogP: 0.10

#Rotatable Bonds: 0

Polar Surface Area: 92.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.48

CX Basic pKa: 1.87

CX LogP: 0.59

CX LogD: 0.59

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.53

Np Likeness Score: -0.67

References

1. Hay MP, Gamage SA, Kovacs MS, Pruijn FB, Anderson RF, Patterson AV, Wilson WR, Brown JM, Denny WA..  (2003)  Structure-activity relationships of 1,2,4-benzotriazine 1,4-dioxides as hypoxia-selective analogues of tirapazamine.,  46  (1): [PMID:12502371] [10.1021/jm020367+]

2. Pruijn FB, Sturman JR, Liyanage HD, Hicks KO, Hay MP, Wilson WR..  (2005)  Extravascular transport of drugs in tumor tissue: effect of lipophilicity on diffusion of tirapazamine analogues in multicellular layer cultures.,  48  (4): [PMID:15715475] [10.1021/jm049549p]

3. Cascioferro S, Parrino B, Spanò V, Carbone A, Montalbano A, Barraja P, Diana P, Cirrincione G..  (2017)  An overview on the recent developments of 1,2,4-triazine derivatives as anticancer compounds.,  142  [PMID:28851503] [10.1016/j.ejmech.2017.08.009]

Source

Source(1):

• Scientific Literature