N-[(4-Nitrophenylcarbamoyl)(4-nitrophenylmethyl)]-N-(phenyl)-4-nitrobenzamide

ID: ALA4740677

PubChem CID: 162644889

Max Phase: Preclinical

Molecular Formula: C27H19N5O8

Molecular Weight: 541.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc([N+](=O)[O-])cc1)C(c1ccc([N+](=O)[O-])cc1)N(C(=O)c1ccc([N+](=O)[O-])cc1)c1ccccc1

Standard InChI:  InChI=1S/C27H19N5O8/c33-26(28-20-10-16-24(17-11-20)32(39)40)25(18-6-12-22(13-7-18)30(35)36)29(21-4-2-1-3-5-21)27(34)19-8-14-23(15-9-19)31(37)38/h1-17,25H,(H,28,33)

Standard InChI Key:  BHDRTYMGJAVWFF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.8903  -11.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5980  -11.1188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3057  -11.5273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3032  -12.3456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0101  -12.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7188  -12.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7161  -11.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0087  -11.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4329  -12.7549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1401  -12.3454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4340  -13.5721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1826  -11.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.1858   -8.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4758   -9.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4789   -9.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3525  -11.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.3575  -12.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0618  -12.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9355  -12.7510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9366  -13.5682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2272  -12.3433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1866   -7.8501    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4783   -7.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8937   -7.4405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  9 10  2  0
  9 11  1  0
  6  9  1  0
  1 12  1  0
  1 13  2  0
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 32 33  1  0
 33 34  2  0
 34 17  1  0
 35 36  2  0
 35 37  1  0
 32 35  1  0
 38 39  2  0
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 27 38  1  0
M  CHG  6   9   1  11  -1  35   1  37  -1  38   1  40  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4740677

   ---

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: 541.48

Molecular Weight (Monoisotopic): 541.1234

AlogP: 5.44

#Rotatable Bonds: 9

Polar Surface Area: 178.83

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.20

CX Basic pKa: ┄

CX LogP: 5.60

CX LogD: 5.60

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: -1.28

References

1. Ayoup MS,Fouad MA,Abdel-Hamid H,Ramadan ES,Abu-Serie MM,Noby A,Teleb M.  (2020)  Battle tactics against MMP-9; discovery of novel non-hydroxamate MMP-9 inhibitors endowed with PI3K/AKT signaling attenuation and caspase 3/7 activation via Ugi bis-amide synthesis.,  186  [PMID:31740054] [10.1016/j.ejmech.2019.111875]

Source

Source(1):

• Scientific Literature