3-(6-chloro-1H-imidazo[4,5-b]pyridin-2-yl)benzene-1,2-diol

ID: ALA4468252

PubChem CID: 136998773

Max Phase: Preclinical

Molecular Formula: C12H8ClN3O2

Molecular Weight: 261.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cccc(-c2nc3ncc(Cl)cc3[nH]2)c1O

Standard InChI:  InChI=1S/C12H8ClN3O2/c13-6-4-8-12(14-5-6)16-11(15-8)7-2-1-3-9(17)10(7)18/h1-5,17-18H,(H,14,15,16)

Standard InChI Key:  YQRZXSVHKFALLX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    3.7131  -13.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7119  -14.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4200  -14.7575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4182  -13.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268  -13.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1316  -14.3440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9116  -14.5925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3890  -13.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9039  -13.2680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0053  -13.1206    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.2042  -13.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164  -14.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4328  -14.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8380  -13.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4209  -13.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6058  -13.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1911  -12.5100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8228  -12.4947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  1 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  8 11  1  0
 16 17  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4468252

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 261.67

Molecular Weight (Monoisotopic): 261.0305

AlogP: 2.69

#Rotatable Bonds: 1

Polar Surface Area: 82.03

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.61

CX Basic pKa: 2.40

CX LogP: 2.39

CX LogD: 2.36

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.59

Np Likeness Score: -0.72

References

1. Fang WY, Ravindar L, Rakesh KP, Manukumar HM, Shantharam CS, Alharbi NS, Qin HL..  (2019)  Synthetic approaches and pharmaceutical applications of chloro-containing molecules for drug discovery: A critical review.,  173  [PMID:30995567] [10.1016/j.ejmech.2019.03.063]

2. Awolade P, Cele N, Kerru N, Gummidi L, Oluwakemi E, Singh P..  (2020)  Therapeutic significance of β-glucuronidase activity and its inhibitors: A review.,  187  [PMID:31835168] [10.1016/j.ejmech.2019.111921]

Source

Source(1):

• Scientific Literature