5-(2,4-dichloro-benzyl)-2,5-dihydro-3H-imidazo[2,1-a]isoindol-5-ol

ID: ALA377233

Chembl Id: CHEMBL377233

PubChem CID: 15959137

Max Phase: Preclinical

Molecular Formula: C17H14Cl2N2O

Molecular Weight: 333.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC1(Cc2ccc(Cl)cc2Cl)c2ccccc2C2=NCCN21

Standard InChI:  InChI=1S/C17H14Cl2N2O/c18-12-6-5-11(15(19)9-12)10-17(22)14-4-2-1-3-13(14)16-20-7-8-21(16)17/h1-6,9,22H,7-8,10H2

Standard InChI Key:  HVROLNZTLHGLKZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA377233

   5-[(2,4-Dichlorophenyl)methyl]-2,3-dihydroimidazo[1,2-b]isoindol-5-ol

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: 333.22

Molecular Weight (Monoisotopic): 332.0483

AlogP: 3.46

#Rotatable Bonds: 2

Polar Surface Area: 35.83

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.15

CX Basic pKa: 4.49

CX LogP: 4.10

CX LogD: 4.10

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.91

Np Likeness Score: -0.29

References

1. 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]

2. 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]

3. 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]

Source

Source(1):

• Scientific Literature