Methyl 3-{[4-(Cyclopropyl{[3-(trifluoromethyl)phenyl]-sulfonyl}amino)piperidin-1-yl]carbonyl}benzoate

ID: ALA2180897

PubChem CID: 23641511

Max Phase: Preclinical

Molecular Formula: C24H25F3N2O5S

Molecular Weight: 510.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H25F3N2O5S/c1-34-23(31)17-5-2-4-16(14-17)22(30)28-12-10-20(11-13-28)29(19-8-9-19)35(32,33)21-7-3-6-18(15-21)24(25,26)27/h2-7,14-15,19-20H,8-13H2,1H3

Standard InChI Key:  MIWCXWOZKGQAJU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.4880  -16.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.4374  -15.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4377  -15.9277    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.1450  -14.7017    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   24.1402  -15.5184    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   20.1945  -15.8114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0117  -15.8114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2427  -16.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5354  -15.9254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2421  -17.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5340  -17.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  2 17  1  0
  1 20  1  0
 20 21  2  0
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  1 30  2  0
  1 31  2  0
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 32 34  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2180897

   Methyl 3-[4-[cyclopropyl-[3-(trifluoromethyl)phenyl]sulfonylamino]piperidine-1-carbonyl]benzoate

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: 510.53

Molecular Weight (Monoisotopic): 510.1436

AlogP: 3.95

#Rotatable Bonds: 6

Polar Surface Area: 83.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 3.48

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.55

Np Likeness Score: -1.60

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