4-bromo-2-(4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridin-4-yl)phenol

ID: ALA4461665

PubChem CID: 155528652

Max Phase: Preclinical

Molecular Formula: C12H12BrN3O

Molecular Weight: 294.15

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc(Br)cc1C1NCCc2nc[nH]c21

Standard InChI:  InChI=1S/C12H12BrN3O/c13-7-1-2-10(17)8(5-7)11-12-9(3-4-14-11)15-6-16-12/h1-2,5-6,11,14,17H,3-4H2,(H,15,16)

Standard InChI Key:  MSKJLTSZLHEHAR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   27.7804   -2.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7804   -3.0789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4857   -3.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4857   -1.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1909   -2.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1954   -3.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9706   -3.3226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4453   -2.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9634   -2.0061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4861   -4.3006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7763   -4.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7764   -5.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4848   -5.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1947   -5.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1911   -4.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0687   -5.9328    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   29.8973   -4.2936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 15 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4461665

   ---

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: 294.15

Molecular Weight (Monoisotopic): 293.0164

AlogP: 2.11

#Rotatable Bonds: 1

Polar Surface Area: 60.94

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.64

CX Basic pKa: 8.71

CX LogP: 1.00

CX LogD: 0.76

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.75

Np Likeness Score: -0.10

References

1. Akocak S, Lolak N, Bua S, Nocentini A, Karakoc G, Supuran CT..  (2019)  α-Carbonic anhydrases are strongly activated by spinaceamine derivatives.,  27  (5): [PMID:30683554] [10.1016/j.bmc.2019.01.017]

Source

Source(1):

• Scientific Literature