[4-[7-(4-methoxyphenyl)-3H-imidazo[4,5-b]pyridin-2-yl]phenyl]-(1-piperidyl)methanone

ID: ALA4544238

PubChem CID: 16122967

Max Phase: Preclinical

Molecular Formula: C25H24N4O2

Molecular Weight: 412.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccnc3[nH]c(-c4ccc(C(=O)N5CCCCC5)cc4)nc23)cc1

Standard InChI:  InChI=1S/C25H24N4O2/c1-31-20-11-9-17(10-12-20)21-13-14-26-24-22(21)27-23(28-24)18-5-7-19(8-6-18)25(30)29-15-3-2-4-16-29/h5-14H,2-4,15-16H2,1H3,(H,26,27,28)

Standard InChI Key:  NHECRIZPDJYOLQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
    1.1769  -16.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8849  -15.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5932  -16.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5932  -16.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8874  -17.4100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1769  -17.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3718  -17.2536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8533  -16.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3718  -15.9297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6686  -16.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0807  -15.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8966  -15.8849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3045  -16.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017  -17.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0829  -17.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1239  -16.5933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5357  -15.8852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1239  -15.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5357  -14.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3511  -14.4650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7628  -15.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3511  -15.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5357  -17.3013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8849  -14.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1769  -14.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1780  -13.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8864  -13.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5947  -13.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973  -14.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8864  -12.4984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1783  -12.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  4  7  1  0
  8  7  1  0
  9  8  2  0
  3  9  1  0
 10  8  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 13 16  1  0
 16 17  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
 17 22  1  0
 16 23  2  0
  2 24  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
 28 27  1  0
 29 28  2  0
 24 29  1  0
 27 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4544238

   7-(4-methoxyphenyl)-2-[4-(piperidin-1-ylcarbonyl)phenyl]-3H-imidazo[4,5-b]pyridine

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: 412.49

Molecular Weight (Monoisotopic): 412.1899

AlogP: 4.93

#Rotatable Bonds: 4

Polar Surface Area: 71.11

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.82

CX Basic pKa: 2.15

CX LogP: 4.07

CX LogD: 4.07

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -0.92

References

1. Vanda D, Zajdel P, Soural M..  (2019)  Imidazopyridine-based selective and multifunctional ligands of biological targets associated with psychiatric and neurodegenerative diseases.,  181  [PMID:31404862] [10.1016/j.ejmech.2019.111569]

Source

Source(1):

• Scientific Literature