4-((3-(Phenylsulfonamidomethyl)phenyl)carbamoyl)phenyl diethylcarbamate

ID: ALA4557334

PubChem CID: 155554513

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)Nc2cccc(CNS(=O)(=O)c3ccccc3)c2)cc1

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

Standard InChI Key:  HZGKGNXWFDHDLU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   35.0154  -11.0362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6109  -10.3305    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.2020  -11.0336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.2680  -10.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2668  -11.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9749  -11.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6845  -11.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6817  -10.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9731   -9.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5601   -9.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8525  -10.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.3929  -11.5446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.0999  -11.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.8083  -11.5424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.0986  -10.3177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.8096  -12.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5153  -11.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.2237  -11.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5179  -12.7670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5599   -9.0924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.1447   -9.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1482   -9.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4412   -8.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7326   -9.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7354   -9.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4430  -10.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0293  -10.3253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3200   -9.9194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9046   -9.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9050   -9.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1995   -8.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4940   -9.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4984   -9.9339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2045  -10.3359    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
 25 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:

   

   ALA4557334

   ---

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: 10.52

CX Basic pKa: ┄

CX LogP: 4.05

CX LogD: 4.05

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.48

Np Likeness Score: -1.55

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