6-Nitro-N-(4-nitrophenyl)-1H-benzo[d]imidazol-2-amine

ID: ALA4777700

PubChem CID: 162644219

Max Phase: Preclinical

Molecular Formula: C13H9N5O4

Molecular Weight: 299.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(Nc2nc3ccc([N+](=O)[O-])cc3[nH]2)cc1

Standard InChI:  InChI=1S/C13H9N5O4/c19-17(20)9-3-1-8(2-4-9)14-13-15-11-6-5-10(18(21)22)7-12(11)16-13/h1-7H,(H2,14,15,16)

Standard InChI Key:  CQGRGTWSLKBDBR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    9.4942  -21.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4930  -22.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2075  -22.6714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2057  -21.0191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9208  -21.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9210  -22.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7111  -22.5152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1992  -21.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7107  -21.1712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0230  -21.8456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4375  -21.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7793  -21.0198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0651  -21.4324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7791  -20.1952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2623  -21.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6766  -20.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2700  -19.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4444  -19.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0254  -20.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6872  -19.0015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2803  -18.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5123  -19.0039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
 10 11  1  0
 12 13  2  0
 12 14  1  0
  1 12  1  0
 11 15  2  0
 11 19  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
M  CHG  4  12   1  14  -1  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4777700

   ---

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: 299.25

Molecular Weight (Monoisotopic): 299.0655

AlogP: 3.12

#Rotatable Bonds: 4

Polar Surface Area: 126.99

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.95

CX Basic pKa: 6.09

CX LogP: 3.26

CX LogD: 3.23

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.56

Np Likeness Score: -1.45

References

1. Benchekroun M,Ermolenko L,Tran MQ,Vagneux A,Nedev H,Delehouzé C,Souab M,Baratte B,Josselin B,Iorga BI,Ruchaud S,Bach S,Al-Mourabit A.  (2020)  Discovery of simplified benzazole fragments derived from the marine benzosceptrin B as necroptosis inhibitors involving the receptor interacting protein Kinase-1.,  201  [PMID:32659605] [10.1016/j.ejmech.2020.112337]

Source

Source(1):

• Scientific Literature