N-(2,4-dichlorophenyl)-8-(2,6-difluorobenzoyl)-2,8-diazaspiro[4.5]decane-2-carboxamide

ID: ALA2436571

PubChem CID: 72376131

Max Phase: Preclinical

Molecular Formula: C22H21Cl2F2N3O2

Molecular Weight: 468.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1Cl)N1CCC2(CCN(C(=O)c3c(F)cccc3F)CC2)C1

Standard InChI:  InChI=1S/C22H21Cl2F2N3O2/c23-14-4-5-18(15(24)12-14)27-21(31)29-11-8-22(13-29)6-9-28(10-7-22)20(30)19-16(25)2-1-3-17(19)26/h1-5,12H,6-11,13H2,(H,27,31)

Standard InChI Key:  NGOKAMMBGDZCLJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    8.3817   -6.7993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7892   -7.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6023   -7.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0119   -6.8042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6044   -6.0959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7872   -6.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6660   -6.5269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3737   -6.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0814   -6.5269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3737   -5.3011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1709   -7.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9702   -7.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8320   -6.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8291   -6.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2356   -7.5155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2398   -6.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0556   -6.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4662   -5.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0596   -4.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2382   -4.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8313   -5.3982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4598   -6.8175    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0141   -5.3999    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.9583   -6.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9625   -5.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2556   -4.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5470   -5.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5496   -6.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570   -6.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8387   -4.8943    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.6714   -4.8952    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12  1  1  0
  1 13  1  0
 13  9  1  0
  4 14  1  0
 14 15  2  0
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 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 17 22  1  0
 21 23  1  0
  7 24  1  0
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 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
 25 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2436571

   N-(2,4-dichlorophenyl)-8-(2,6-difluorobenzoyl)-2,8-diazaspiro[4.5]decane-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 468.33

Molecular Weight (Monoisotopic): 467.0979

AlogP: 5.43

#Rotatable Bonds: 2

Polar Surface Area: 52.65

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.05

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -1.74

References

1. Kato Y, Fuchi N, Saburi H, Nishimura Y, Watanabe A, Yagi M, Nakadera Y, Higashi E, Yamada M, Aoki T..  (2013)  Discovery of 2,8-diazaspiro[4.5]decane-based trisubstituted urea derivatives as highly potent soluble epoxide hydrolase inhibitors and orally active drug candidates for treating hypertension.,  23  (21): [PMID:24035338] [10.1016/j.bmcl.2013.08.054]

Source

Source(1):

• Scientific Literature