4-(5,6-dichloro-1H-benzo[d]imidazol-2-yl)phenol

ID: ALA1092746

PubChem CID: 136039804

Max Phase: Preclinical

Molecular Formula: C13H8Cl2N2O

Molecular Weight: 279.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(-c2nc3cc(Cl)c(Cl)cc3[nH]2)cc1

Standard InChI:  InChI=1S/C13H8Cl2N2O/c14-9-5-11-12(6-10(9)15)17-13(16-11)7-1-3-8(18)4-2-7/h1-6,18H,(H,16,17)

Standard InChI Key:  UJIFOUKFQNXGSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    5.1652  -18.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1641  -19.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8789  -19.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8771  -17.8497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5925  -18.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5927  -19.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3832  -19.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8715  -18.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3828  -18.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6933  -18.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1054  -19.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9296  -19.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3427  -18.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9255  -17.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1027  -17.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4507  -17.8501    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.4493  -19.5018    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.1677  -18.6717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  2  0
  9  5  1  0
  4  1  1  0
  5  6  1  0
 10 11  2  0
 11 12  1  0
  2  3  1  0
 12 13  2  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 14 15  2  0
 15 10  1  0
  8 10  1  0
  5  4  2  0
  1 16  1  0
  6  7  1  0
  2 17  1  0
  7  8  1  0
 13 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092746

   ---

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: 279.13

Molecular Weight (Monoisotopic): 278.0014

AlogP: 4.24

#Rotatable Bonds: 1

Polar Surface Area: 48.91

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.62

CX Basic pKa: 5.08

CX LogP: 4.19

CX LogD: 4.18

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.70

Np Likeness Score: -0.79

References

1. Tonelli M, Simone M, Tasso B, Novelli F, Boido V, Sparatore F, Paglietti G, Pricl S, Giliberti G, Blois S, Ibba C, Sanna G, Loddo R, La Colla P..  (2010)  Antiviral activity of benzimidazole derivatives. II. Antiviral activity of 2-phenylbenzimidazole derivatives.,  18  (8): [PMID:20359898] [10.1016/j.bmc.2010.02.037]

Source

Source(1):

• Scientific Literature