6-(4-methylsulfanyl-benzyl)-2,3,4,6-tetrahydro-pyrimido[2,1-a]isoindol-6-ol

ID: ALA207678

Chembl Id: CHEMBL207678

PubChem CID: 15959155

Max Phase: Preclinical

Molecular Formula: C19H20N2OS

Molecular Weight: 324.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1ccc(CC2(O)c3ccccc3C3=NCCCN32)cc1

Standard InChI:  InChI=1S/C19H20N2OS/c1-23-15-9-7-14(8-10-15)13-19(22)17-6-3-2-5-16(17)18-20-11-4-12-21(18)19/h2-3,5-10,22H,4,11-13H2,1H3

Standard InChI Key:  DDXKOYBGLFFHEW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA207678

   6-[(4-methylsulfanylphenyl)methyl]-3,4-dihydro-2H-pyrimido[1,2-b]isoindol-6-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: 324.45

Molecular Weight (Monoisotopic): 324.1296

AlogP: 3.26

#Rotatable Bonds: 3

Polar Surface Area: 35.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.20

CX Basic pKa: 5.23

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.88

Np Likeness Score: -0.12

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. 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]

Source

Source(1):

• Scientific Literature