N-Butyl-6-nitro-1H-benzo[d]imidazol-2-amine

ID: ALA4776698

Cas Number: 233605-81-7

PubChem CID: 10823582

Max Phase: Preclinical

Molecular Formula: C11H14N4O2

Molecular Weight: 234.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCNc1nc2ccc([N+](=O)[O-])cc2[nH]1

Standard InChI:  InChI=1S/C11H14N4O2/c1-2-3-6-12-11-13-9-5-4-8(15(16)17)7-10(9)14-11/h4-5,7H,2-3,6H2,1H3,(H2,12,13,14)

Standard InChI Key:  KCMYEMHXIIFYLP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    2.3181   -2.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3169   -3.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -3.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0232   -2.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7318   -2.6006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7321   -3.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5150   -3.6780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9988   -3.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5146   -2.3461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8151   -3.0143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2259   -2.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6096   -2.1961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9020   -2.6048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094   -1.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0431   -2.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4538   -1.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2710   -1.6064    0.0000 C   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  1  0
 15 16  1  0
 16 17  1  0
M  CHG  2  12   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4776698

   N-butyl-6-nitro-1H-benzimidazol-2-amine

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: 234.26

Molecular Weight (Monoisotopic): 234.1117

AlogP: 2.68

#Rotatable Bonds: 5

Polar Surface Area: 83.85

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: 6.19

CX LogP: 2.68

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.47

Np Likeness Score: -1.69

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