N-(5-Chloro-2-methoxybenzyl)-N-(4-(N-(prop-2-yn-1-yl)sulfamoyl)phenethyl)hexanamide

ID: ALA4568669

PubChem CID: 155560273

Max Phase: Preclinical

Molecular Formula: C25H31ClN2O4S

Molecular Weight: 491.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCNS(=O)(=O)c1ccc(CCN(Cc2cc(Cl)ccc2OC)C(=O)CCCCC)cc1

Standard InChI:  InChI=1S/C25H31ClN2O4S/c1-4-6-7-8-25(29)28(19-21-18-22(26)11-14-24(21)32-3)17-15-20-9-12-23(13-10-20)33(30,31)27-16-5-2/h2,9-14,18,27H,4,6-8,15-17,19H2,1,3H3

Standard InChI Key:  WALSEPKPGBCNSI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   36.4892   -5.6106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0819   -4.8957    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.6659   -5.6079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3666   -3.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6522   -3.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   33.9377   -4.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6568   -4.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3677   -4.4881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2218   -3.2483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5048   -3.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7924   -3.2472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.3630   -2.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.6502   -4.4891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8014   -4.4846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8030   -3.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5206   -3.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2305   -2.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7941   -2.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0823   -2.0115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5076   -2.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2193   -2.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9328   -2.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6447   -2.4302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3581   -2.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3643   -4.8981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6484   -1.1846    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 20 32  1  0
 16 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568669

   ---

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: 491.05

Molecular Weight (Monoisotopic): 490.1693

AlogP: 4.41

#Rotatable Bonds: 13

Polar Surface Area: 75.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.13

CX Basic pKa: ┄

CX LogP: 4.69

CX LogD: 4.69

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -1.50

References

1. Jiang Y, He L, Green J, Blevins H, Guo C, Patel SH, Halquist MS, McRae M, Venitz J, Wang XY, Zhang S..  (2019)  Discovery of Second-Generation NLRP3 Inflammasome Inhibitors: Design, Synthesis, and Biological Characterization.,  62  (21): [PMID:31626545] [10.1021/acs.jmedchem.9b01155]

Source

Source(1):

• Scientific Literature