1-(Mesitylsulfonyl)-4-(naphthalen-2-yloxy)piperidine

ID: ALA4513891

PubChem CID: 155539049

Max Phase: Preclinical

Molecular Formula: C24H27NO3S

Molecular Weight: 409.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(S(=O)(=O)N2CCC(Oc3ccc4ccccc4c3)CC2)c(C)c1

Standard InChI:  InChI=1S/C24H27NO3S/c1-17-14-18(2)24(19(3)15-17)29(26,27)25-12-10-22(11-13-25)28-23-9-8-20-6-4-5-7-21(20)16-23/h4-9,14-16,22H,10-13H2,1-3H3

Standard InChI Key:  PCZTVTBJAZESED-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.4871  -14.0119    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.8955  -13.2996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7811  -14.4247    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1966  -14.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1915  -15.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9001  -15.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6133  -15.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6133  -14.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.9043  -13.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0730  -14.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3691  -14.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3693  -15.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.7897  -15.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6623  -15.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9539  -15.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9550  -14.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2475  -14.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2516  -15.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5435  -15.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5430  -14.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8344  -14.0240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1258  -14.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1303  -15.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8395  -15.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 20 21  2  0
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 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513891

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 409.55

Molecular Weight (Monoisotopic): 409.1712

AlogP: 5.00

#Rotatable Bonds: 4

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -0.98

References

1. Wang P, Luchowska-Stańska U, van Basten B, Chen H, Liu Z, Wiejak J, Whelan P, Morgan D, Lochhead E, Barker G, Rehmann H, Yarwood SJ, Zhou J..  (2020)  Synthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators.,  63  (10): [PMID:32340447] [10.1021/acs.jmedchem.9b02094]

Source

Source(1):

• Scientific Literature