4-((4-((Pyridine-3-sulfonamido)methyl)phenyl)carbamoyl)phenyl diethylcarbamate

ID: ALA4553292

PubChem CID: 155555821

Max Phase: Preclinical

Molecular Formula: C24H26N4O5S

Molecular Weight: 482.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=O)Oc1ccc(C(=O)Nc2ccc(CNS(=O)(=O)c3cccnc3)cc2)cc1

Standard InChI:  InChI=1S/C24H26N4O5S/c1-3-28(4-2)24(30)33-21-13-9-19(10-14-21)23(29)27-20-11-7-18(8-12-20)16-26-34(31,32)22-6-5-15-25-17-22/h5-15,17,26H,3-4,16H2,1-2H3,(H,27,29)

Standard InChI Key:  DMIBJABCGVDLBB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.9399   -8.9024    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.3483   -8.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6010  -10.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5998  -11.3563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3079  -11.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.0147  -10.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3061  -10.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8932  -10.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1856  -10.5371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7259  -11.7633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.1413  -11.7611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4317  -10.5364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1426  -12.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.4812   -9.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7742   -8.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0656   -9.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0685  -10.1328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7760  -10.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3573   -8.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6502   -9.3136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2348   -9.3158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5278   -8.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8213   -9.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8221  -10.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5354  -10.5395    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2391  -10.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
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  6  7  2  0
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  8  9  2  0
  9  4  1  0
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  7 12  1  0
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 25 26  2  0
 26 21  1  0
 24 27  1  0
 27 28  1  0
 28  2  1  0
  2 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553292

   ---

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: 482.56

Molecular Weight (Monoisotopic): 482.1624

AlogP: 3.65

#Rotatable Bonds: 9

Polar Surface Area: 117.70

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.00

CX Basic pKa: 1.09

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.48

Np Likeness Score: -1.70

References

1. Summer SL, Kell SA, Zhu Z, Moore R, Liotta DC, Myers SJ, Koszalka GW, Traynelis SF, Menaldino DS..  (2019)  Di-aryl Sulfonamide Motif Adds π-Stacking Bulk in Negative Allosteric Modulators of the NMDA Receptor.,  10  (3): [PMID:30891121] [10.1021/acsmedchemlett.8b00395]

Source

Source(1):

• Scientific Literature