4-((4-(2-((3-Chloro-4-fluorophenyl)sulfonamido)ethyl)phenyl)carbamoyl)phenyl diethylcarbamate

ID: ALA4581921

PubChem CID: 155561509

Max Phase: Preclinical

Molecular Formula: C26H27ClFN3O5S

Molecular Weight: 548.04

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=O)Oc1ccc(C(=O)Nc2ccc(CCNS(=O)(=O)c3ccc(F)c(Cl)c3)cc2)cc1

Standard InChI:  InChI=1S/C26H27ClFN3O5S/c1-3-31(4-2)26(33)36-21-11-7-19(8-12-21)25(32)30-20-9-5-18(6-10-20)15-16-29-37(34,35)22-13-14-24(28)23(27)17-22/h5-14,17,29H,3-4,15-16H2,1-2H3,(H,30,32)

Standard InChI Key:  NXLMETJTDFWCHO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.7723  -26.7197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3678  -26.0139    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9589  -26.7171    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7347  -27.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7336  -28.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4416  -28.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1513  -28.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1484  -27.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4398  -26.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0269  -26.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8596  -28.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5667  -28.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2750  -28.4599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5654  -27.2352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2763  -29.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.6149  -26.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9080  -25.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1994  -26.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2022  -26.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9097  -27.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4910  -25.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7840  -26.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0756  -25.6049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6602  -25.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6637  -24.7915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9569  -24.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2498  -24.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2539  -25.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9613  -26.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5408  -24.3879    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.9558  -23.5676    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  4 10  1  0
 10 11  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 14 17  1  0
 17 18  1  0
 16 19  1  0
 10 20  2  0
 11 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 29  2  1  0
  2 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 33 36  1  0
 32 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4581921

   ---

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: 548.04

Molecular Weight (Monoisotopic): 547.1344

AlogP: 5.09

#Rotatable Bonds: 10

Polar Surface Area: 104.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.09

CX Basic pKa: ┄

CX LogP: 5.09

CX LogD: 5.08

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.37

Np Likeness Score: -1.79

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