ID: ALA302007

Max Phase: Preclinical

Molecular Formula: C17H15ClN2O

Molecular Weight: 298.77

Molecule Type: Small molecule

Representations

Canonical SMILES:  OC1(Cc2ccc(Cl)cc2)c2ccccc2C2=NCCN21

Standard InChI:  InChI=1S/C17H15ClN2O/c18-13-7-5-12(6-8-13)11-17(21)15-4-2-1-3-14(15)16-19-9-10-20(16)17/h1-8,21H,9-11H2

Standard InChI Key:  FNLMEDGQBVFDCQ-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: 298.77

Molecular Weight (Monoisotopic): 298.0873

AlogP: 2.80

#Rotatable Bonds: 2

Polar Surface Area: 35.83

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.20

CX Basic pKa: 4.49

CX LogP: 3.50

CX LogD: 3.49

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.93

Np Likeness Score: -0.12

References

1. del Olmo E, Armas MG, López-Pérez JL, Muñoz V, Deharo E, San Feliciano A..  (2001)  Leishmanicidal activity of some stilbenoids and related heterocyclic compounds.,  11  (16): [PMID:11514152] [10.1016/s0960-894x(01)00387-0]

2. del Olmo E, Armas MG, López-Pérez JL, Ruiz G, Vargas F, Giménez A, Deharo E, San Feliciano A..  (2001)  Anti-Trypanosoma activity of some natural stilbenoids and synthetic related heterocyclic compounds.,  11  (20): [PMID:11591517] [10.1016/s0960-894x(01)00562-5]

3. del Olmo E, Armas MG, Ybarra M, López JL, Oporto P, Giménez A, Deharo E, San Feliciano A..  (2003)  The imidazo[2,1-a]isoindole system. A new skeletal basis for antiplasmodial compounds.,  13  (16): [PMID:12873511] [10.1016/s0960-894x(03)00509-2]

4. del Olmo E, Barboza B, Ybarra MI, López-Pérez JL, Carrón R, Sevilla MA, Boselli C, San Feliciano A..  (2006)  Vasorelaxant activity of phthalazinones and related compounds.,  16  (10): [PMID:16513345] [10.1016/j.bmcl.2006.02.003]

5. Bedoya LM, del Olmo E, Sancho R, Barboza B, Beltrán M, García-Cadenas AE, Sánchez-Palomino S, López-Pérez JL, Muñoz E, San Feliciano A, Alcamí J..  (2006)  Anti-HIV activity of stilbene-related heterocyclic compounds.,  16  (15): [PMID:16713260] [10.1016/j.bmcl.2006.04.087]

6. Zamilpa A, Herrera-Ruiz M, Del Olmo E, López-Pérez JL, Tortoriello J, San Feliciano A..  (2007)  [1,3]Diazaheterofused isoindolol derivatives displaying anxiolytic-like effects on mice.,  17  (14): [PMID:17507222] [10.1016/j.bmcl.2007.04.080]

7. del Olmo E, Barboza B, Chiaradia LD, Moreno A, Carrero-Lérida J, González-Pacanowska D, Muñoz V, López-Pérez JL, Giménez A, Benito A, Martínez AR, Ruiz-Pérez LM, San Feliciano A..  (2011)  Antimalarial activity of imidazo[2,1-a]isoindol-5-ol derivatives and related compounds.,  46  (11): [PMID:21940072] [10.1016/j.ejmech.2011.08.043]

8. Arsène S, Gómez-Pérez V, Escarcena R, Abengózar MÁ, García-Hernández R, Nácher-Vázquez M, San Feliciano A, Gamarro F, Rivas L, Olmo ED..  (2019)  Imidazo[2,1-a]isoindole scaffold as an uncharted structure active on Leishmania donovani.,  182  [PMID:31419778] [10.1016/j.ejmech.2019.111568]

Source

Source(1):

• Scientific Literature