N-(4-chloro-3-(trifluoromethyl)phenyl)-8-(2,6-difluorobenzoyl)-2,8-diazaspiro[4.5]decane-2-carboxamide

ID: ALA2436568

PubChem CID: 72376041

Max Phase: Preclinical

Molecular Formula: C23H21ClF5N3O2

Molecular Weight: 501.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)c(C(F)(F)F)c1)N1CCC2(CCN(C(=O)c3c(F)cccc3F)CC2)C1

Standard InChI:  InChI=1S/C23H21ClF5N3O2/c24-16-5-4-14(12-15(16)23(27,28)29)30-21(34)32-11-8-22(13-32)6-9-31(10-7-22)20(33)19-17(25)2-1-3-18(19)26/h1-5,12H,6-11,13H2,(H,30,34)

Standard InChI Key:  YPCLJLWBBYQUJU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.0119   -6.8042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6660   -6.5269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3737   -5.3011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    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
    4.2560   -4.0761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9640   -3.6678    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2510   -3.2564    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  7 24  1  0
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 26 27  2  0
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 27 30  1  0
 26 31  1  0
 31 32  1  0
 31 33  1  0
 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2436568

   N-[4-chloro-3-(trifluoromethyl)phenyl]-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: 501.88

Molecular Weight (Monoisotopic): 501.1242

AlogP: 5.80

#Rotatable Bonds: 2

Polar Surface Area: 52.65

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.19

CX Basic pKa: ┄

CX LogP: 4.57

CX LogD: 4.57

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.53

Np Likeness Score: -1.68

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