2,4'-Bipyridin-3-yl(4-hydroxy-4-(pyridin-2-ylmethyl)piperidin-1-yl)methanone

ID: ALA5269664

Max Phase: Preclinical

Molecular Formula: C22H22N4O2

Molecular Weight: 374.44

Names and Identifiers

Canonical SMILES:  O=C(c1cccnc1-c1ccncc1)N1CCC(O)(Cc2ccccn2)CC1

Standard InChI:  InChI=1S/C22H22N4O2/c27-21(19-5-3-11-25-20(19)17-6-12-23-13-7-17)26-14-8-22(28,9-15-26)16-18-4-1-2-10-24-18/h1-7,10-13,28H,8-9,14-16H2

Standard InChI Key:  CFUZDIHJEMMDOQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.1777  -16.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8905  -17.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6049  -16.8657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6021  -16.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8887  -15.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922  -18.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1780  -18.5089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1775  -19.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8903  -19.7432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6053  -19.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6023  -18.5070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4649  -17.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4642  -18.0996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7528  -16.8651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7529  -16.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0448  -15.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296  -16.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3270  -16.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0395  -17.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6191  -15.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9047  -16.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1947  -15.6145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4808  -16.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4766  -16.8455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1922  -17.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031  -16.8502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3217  -15.2101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2 13  1  0
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 22 23  2  0
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 25 26  1  0
 26 27  2  0
 27 22  1  0
 18 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5269664

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 374.44

Molecular Weight (Monoisotopic): 374.1743

AlogP: 2.75

#Rotatable Bonds: 4

Polar Surface Area: 79.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.21

CX LogP: 0.94

CX LogD: 0.93

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.76

Np Likeness Score: -1.00

References

1. Koike T, Yoshikawa M, Ando HK, Farnaby W, Nishi T, Watanabe E, Yano J, Miyamoto M, Kondo S, Ishii T, Kuroita T..  (2021)  Discovery of Soticlestat, a Potent and Selective Inhibitor for Cholesterol 24-Hydroxylase (CH24H).,  64  (16.0): [PMID:34387987] [10.1021/acs.jmedchem.1c00864]

Source

Source(1):

• Scientific Literature