ID: ALA221473

Max Phase: Preclinical

Molecular Formula: C22H20N2O3

Molecular Weight: 360.41

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-736992
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc(-n2cncc2-c2ccc3ccccc3c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C22H20N2O3/c1-25-20-11-18(12-21(26-2)22(20)27-3)24-14-23-13-19(24)17-9-8-15-6-4-5-7-16(15)10-17/h4-14H,1-3H3

Standard InChI Key:  VQIFHAGEERVOKJ-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: 360.41

Molecular Weight (Monoisotopic): 360.1474

AlogP: 4.72

#Rotatable Bonds: 5

Polar Surface Area: 45.51

Molecular Species: NEUTRAL

HBA: 5

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 5.76

CX LogP: 3.82

CX LogD: 3.81

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: -0.50

References

1. Bellina F, Cauteruccio S, Monti S, Rossi R..  (2006)  Novel imidazole-based combretastatin A-4 analogues: evaluation of their in vitro antitumor activity and molecular modeling study of their binding to the colchicine site of tubulin.,  16  (22): [PMID:16950621] [10.1016/j.bmcl.2006.08.087]

2. Bonezzi K, Taraboletti G, Borsotti P, Bellina F, Rossi R, Giavazzi R..  (2009)  Vascular disrupting activity of tubulin-binding 1,5-diaryl-1H-imidazoles.,  52  (23): [PMID:19954252] [10.1021/jm900968s]

3. Ramajayam R..  (2019)  Medicinal chemistry of vicinal diaryl scaffold: A mini review.,  162  [PMID:30396033] [10.1016/j.ejmech.2018.10.054]

Source

Source(1):

• Scientific Literature