(4-benzylpiperazin-1-yl)(5-methyl-2-(pyridin-4-yl)phenyl)methanone

ID: ALA5288871

Max Phase: Preclinical

Molecular Formula: C24H25N3O

Molecular Weight: 371.48

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccncc2)c(C(=O)N2CCN(Cc3ccccc3)CC2)c1

Standard InChI:  InChI=1S/C24H25N3O/c1-19-7-8-22(21-9-11-25-12-10-21)23(17-19)24(28)27-15-13-26(14-16-27)18-20-5-3-2-4-6-20/h2-12,17H,13-16,18H2,1H3

Standard InChI Key:  DAPHYEFOJQRXHP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.0291   -3.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7419   -3.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4562   -3.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4534   -2.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7401   -2.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7435   -4.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0294   -4.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0289   -5.7946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7417   -6.2069    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4566   -5.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4536   -4.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7376   -1.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3165   -3.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3158   -4.5635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6044   -3.3292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6045   -2.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8965   -2.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1814   -2.4978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1788   -3.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8912   -3.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4709   -2.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7567   -2.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0467   -2.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3330   -2.4862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3287   -3.3096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0442   -3.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7551   -3.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
  6 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288871

   ---

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: 371.48

Molecular Weight (Monoisotopic): 371.1998

AlogP: 4.02

#Rotatable Bonds: 4

Polar Surface Area: 36.44

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.99

CX LogP: 3.79

CX LogD: 3.64

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -1.31

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