8-hydroxy-2,3-dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazol-1-one

ID: ALA1091120

PubChem CID: 46830218

Max Phase: Preclinical

Molecular Formula: C10H8N2O2

Molecular Weight: 188.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CCc2nc3cccc(O)c3n21

Standard InChI:  InChI=1S/C10H8N2O2/c13-7-3-1-2-6-10(7)12-8(11-6)4-5-9(12)14/h1-3,13H,4-5H2

Standard InChI Key:  JBEAHOTTXSAGKM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 16  0  0  0  0  0  0  0  0999 V2000
    7.7083    1.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1208    3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4558    2.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7901    2.5633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5333    1.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1997    1.2925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1195    3.8750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6109    2.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8713    1.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6800    1.6099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2291    2.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9639    3.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1558    3.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8928    3.9597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  4  1  0
  2  3  1  0
  2  7  2  0
  3  1  1  0
  4  5  1  0
  8  9  2  0
  1  5  1  0
  9 10  1  0
 10 11  2  0
  4  2  1  0
 11 12  1  0
  5  6  2  0
 12 13  2  0
 13  8  1  0
  6  9  1  0
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1091120

   8-Hydroxy-2,3-dihydropyrrolo[1,2-a]benzimidazol-1-one

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: 188.19

Molecular Weight (Monoisotopic): 188.0586

AlogP: 1.33

#Rotatable Bonds: ┄

Polar Surface Area: 55.12

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.31

CX Basic pKa: 1.86

CX LogP: 0.45

CX LogD: 0.40

Aromatic Rings: 2

Heavy Atoms: 14

QED Weighted: 0.68

Np Likeness Score: -0.21

References

1. Sondhi SM, Rani R, Singh J, Roy P, Agrawal SK, Saxena AK..  (2010)  Solvent free synthesis, anti-inflammatory and anticancer activity evaluation of tricyclic and tetracyclic benzimidazole derivatives.,  20  (7): [PMID:20188544] [10.1016/j.bmcl.2010.01.147]

Source

Source(1):

• Scientific Literature