N-(3-chloro-4-methoxyphenyl)-2-(5-nitrofuran-2-yl)-1H-benzo[d]imidazole-5-carboxamide

ID: ALA4785401

PubChem CID: 135391800

Max Phase: Preclinical

Molecular Formula: C19H13ClN4O5

Molecular Weight: 412.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)c2ccc3[nH]c(-c4ccc([N+](=O)[O-])o4)nc3c2)cc1Cl

Standard InChI:  InChI=1S/C19H13ClN4O5/c1-28-15-5-3-11(9-12(15)20)21-19(25)10-2-4-13-14(8-10)23-18(22-13)16-6-7-17(29-16)24(26)27/h2-9H,1H3,(H,21,25)(H,22,23)

Standard InChI Key:  ZDGRLIKUNTWOJB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.7352   -8.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7340   -9.3812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4489   -9.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4470   -8.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1624   -8.5503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1672   -9.3767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9547   -9.6275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4366   -8.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9469   -8.2903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2627   -8.9502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7515   -9.6148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.5346   -9.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5298   -8.5301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7436   -8.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2082   -9.8384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9599   -9.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1267  -10.6593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0193   -9.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3051   -9.3801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0186  -10.6181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5904   -9.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8769   -9.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1627   -9.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1616  -10.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8808  -11.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5921  -10.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4488   -9.3746    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.4473  -11.0268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7327  -10.6147    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
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
  8 10  1  0
 15 16  2  0
 15 17  1  0
 12 15  1  0
  2 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 23 27  1  0
 24 28  1  0
 28 29  1  0
M  CHG  2  15   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4785401

   ---

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: 412.79

Molecular Weight (Monoisotopic): 412.0574

AlogP: 4.65

#Rotatable Bonds: 5

Polar Surface Area: 123.29

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.15

CX Basic pKa: 2.72

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -1.82

References

1. Sharma, Mousmee, Prasher, Parteek.  (2020)  An epigrammatic status of the azole-based antimalarial drugs,  11  (2): [PMID:33479627] [10.1039/c9md00479c]

Source

Source(1):

• Scientific Literature