N-Cyclopropyl-N-(1-{[3-(dimethylamino)phenyl]carbonyl}-piperidin-4-yl)-3-(trifluoromethyl)benzenesulfonamide

ID: ALA2180898

PubChem CID: 71457386

Max Phase: Preclinical

Molecular Formula: C24H28F3N3O3S

Molecular Weight: 495.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1cccc(C(=O)N2CCC(N(C3CC3)S(=O)(=O)c3cccc(C(F)(F)F)c3)CC2)c1

Standard InChI:  InChI=1S/C24H28F3N3O3S/c1-28(2)21-7-3-5-17(15-21)23(31)29-13-11-20(12-14-29)30(19-9-10-19)34(32,33)22-8-4-6-18(16-22)24(25,26)27/h3-8,15-16,19-20H,9-14H2,1-2H3

Standard InChI Key:  GYBZUPQPAFWYHB-UHFFFAOYSA-N

Molfile:  

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   11.8548  -20.3753    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8580  -22.0237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2180898

   N-cyclopropyl-N-[1-[3-(dimethylamino)benzoyl]piperidin-4-yl]-3-(trifluoromethyl)benzenesulfonamide

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: 495.57

Molecular Weight (Monoisotopic): 495.1803

AlogP: 4.23

#Rotatable Bonds: 6

Polar Surface Area: 60.93

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.73

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.60

Np Likeness Score: -1.85

References

1. Shao PP, Ye F, Chakravarty PK, Varughese DJ, Herrington JB, Dai G, Bugianesi RM, Haedo RJ, Swensen AM, Warren VA, Smith MM, Garcia ML, McManus OB, Lyons KA, Li X, Green M, Jochnowitz N, McGowan E, Mistry S, Sun SY, Abbadie C, Kaczorowski GJ, Duffy JL..  (2012)  Aminopiperidine sulfonamide Cav2.2 channel inhibitors for the treatment of chronic pain.,  55  (22): [PMID:23098566] [10.1021/jm301056k]

Source

Source(1):

• Scientific Literature