N-(4-(2-Benzoylhydrazine-1-carbonyl)benzyl)-3-chloro-4-fluorobenzamide

ID: ALA4549361

PubChem CID: 155550574

Max Phase: Preclinical

Molecular Formula: C22H17ClFN3O3

Molecular Weight: 425.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCc1ccc(C(=O)NNC(=O)c2ccccc2)cc1)c1ccc(F)c(Cl)c1

Standard InChI:  InChI=1S/C22H17ClFN3O3/c23-18-12-17(10-11-19(18)24)20(28)25-13-14-6-8-16(9-7-14)22(30)27-26-21(29)15-4-2-1-3-5-15/h1-12H,13H2,(H,25,28)(H,26,29)(H,27,30)

Standard InChI Key:  LTNAAYHXSGMNBR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.0821   -3.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0855   -2.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3744   -2.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6617   -2.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6645   -3.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3762   -3.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9492   -2.0155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2421   -2.4252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5297   -2.0178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8185   -2.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5284   -1.1964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1074   -2.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3967   -2.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3975   -3.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1149   -3.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8227   -3.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6868   -3.6628    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.6844   -2.0180    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.7938   -3.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7937   -4.4786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5057   -3.2447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2175   -3.6576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9294   -3.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6370   -3.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9295   -2.4237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6318   -4.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3427   -4.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0556   -4.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0532   -3.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3416   -3.2446    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
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 10  1  0
 14 17  1  0
 13 18  1  0
  1 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549361

   ---

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: 425.85

Molecular Weight (Monoisotopic): 425.0942

AlogP: 3.48

#Rotatable Bonds: 5

Polar Surface Area: 87.30

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: ┄

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -1.60

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