4-((4-(Phenylsulfonamidomethyl)phenyl)carbamoyl)phenyl diethylcarbamate

ID: ALA4560850

PubChem CID: 155558191

Max Phase: Preclinical

Molecular Formula: C25H27N3O5S

Molecular Weight: 481.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=O)Oc1ccc(C(=O)Nc2ccc(CNS(=O)(=O)c3ccccc3)cc2)cc1

Standard InChI:  InChI=1S/C25H27N3O5S/c1-3-28(4-2)25(30)33-22-16-12-20(13-17-22)24(29)27-21-14-10-19(11-15-21)18-26-34(31,32)23-8-6-5-7-9-23/h5-17,26H,3-4,18H2,1-2H3,(H,27,29)

Standard InChI Key:  PXTLHPAPEPIJRE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.5424   -7.6519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9551   -8.3618    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.3635   -7.6494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6162   -9.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6151  -10.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3231  -11.2246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0300   -9.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3213   -9.5872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9084   -9.5877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2008   -9.9964    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7411  -11.2227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4482  -10.8130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1566  -11.2204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4469   -9.9958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1578  -12.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8636  -10.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5720  -11.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9082   -8.7705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4930   -9.5880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4965   -8.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7895   -8.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809   -8.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0837   -9.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7913   -9.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3725   -8.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6655   -8.7729    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2501   -8.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5431   -8.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8365   -8.7735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8373   -9.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5507   -9.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2543   -9.5875    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
  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  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:

   

   ALA4560850

   ---

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: 481.57

Molecular Weight (Monoisotopic): 481.1671

AlogP: 4.26

#Rotatable Bonds: 9

Polar Surface Area: 104.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.60

CX Basic pKa: ┄

CX LogP: 4.05

CX LogD: 4.05

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.48

Np Likeness Score: -1.50

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