[4-[[3-(phenylcarbamoyl)phenyl]carbamoyl]phenyl]-N,N-diethylcarbamate

ID: ALA4528633

PubChem CID: 155545014

Max Phase: Preclinical

Molecular Formula: C25H25N3O4

Molecular Weight: 431.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)C(=O)Oc1ccc(C(=O)Nc2cccc(C(=O)Nc3ccccc3)c2)cc1

Standard InChI:  InChI=1S/C25H25N3O4/c1-3-28(4-2)25(31)32-22-15-13-18(14-16-22)23(29)27-21-12-8-9-19(17-21)24(30)26-20-10-6-5-7-11-20/h5-17H,3-4H2,1-2H3,(H,26,30)(H,27,29)

Standard InChI Key:  YECXHJUAGKPGPG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   29.9790   -9.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9778  -10.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6927  -10.5157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4092  -10.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4063   -9.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6909   -8.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2630  -10.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5488  -10.1016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8340  -10.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2624  -11.3397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.1243  -10.5137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.8382  -10.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5533  -10.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8369   -9.2750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1206  -10.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4062  -10.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4051  -11.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1244  -11.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8357  -11.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5500  -11.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2642  -11.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9790  -11.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9751  -10.5033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2602  -10.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6947  -11.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4080  -11.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1237  -11.7388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4057  -10.5034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1262  -12.5638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8371  -11.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5527  -11.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8419  -12.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  2  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  9 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  9  1  0
 13 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 13  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528633

   ---

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: 431.49

Molecular Weight (Monoisotopic): 431.1845

AlogP: 5.03

#Rotatable Bonds: 7

Polar Surface Area: 87.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 4.59

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: -1.15

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