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

ID: ALA4564143

PubChem CID: 155559707

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)Nc2ccc(C(=O)Nc3ccccc3)cc2)cc1

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

Standard InChI Key:  BSCOLFRXOBSQLV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.7108   -9.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7097  -10.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4244  -11.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1409  -10.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1380   -9.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4226   -9.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9963   -9.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9960   -8.5499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2819   -9.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5674   -9.3752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5708   -8.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8572   -8.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8589   -9.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1458   -9.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8559  -11.0254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5698  -10.6118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2848  -11.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5685   -9.7868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2815  -11.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9957  -12.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7106  -11.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7065  -11.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9918  -10.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4270  -12.2530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1395  -11.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8559  -12.2457    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1352  -11.0120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8602  -13.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5683  -11.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2848  -12.2386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5767  -13.4796    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
  1  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 15  1  0
 14 10  1  0
 14 15  2  0
  4 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 18  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:

   

   ALA4564143

   ---

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: -0.96

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