[5-(2-carbamyl-1H-benzoimidazole-5-carbonyl)-1H-benzoimidazol-2-yl]-carbamic acid methyl ester

ID: ALA24334

Cas Number: 102342-72-3

PubChem CID: 128082

Max Phase: Preclinical

Molecular Formula: C19H16N6O5

Molecular Weight: 408.37

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  COC(=O)Nc1nc2cc(C(=O)c3ccc4[nH]c(NC(=O)OC)nc4c3)ccc2[nH]1

Standard InChI:  InChI=1S/C19H16N6O5/c1-29-18(27)24-16-20-11-5-3-9(7-13(11)22-16)15(26)10-4-6-12-14(8-10)23-17(21-12)25-19(28)30-2/h3-8H,1-2H3,(H2,20,22,24,27)(H2,21,23,25,28)

Standard InChI Key:  LQKADLSGMTXSKB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.2500   -0.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -0.2917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708   -1.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7292   -1.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2750   -1.1792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7750   -1.1917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2042   -0.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0875   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1250   -0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2917   -0.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667   -0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1250   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    0.5958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6875   -1.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -1.1917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1833   -1.1750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6333   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8167   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  2  0
  3  1  2  0
  4 10  1  0
  5  1  1  0
  6 14  1  0
  7  1  1  0
  8  2  1  0
  9  3  1  0
 10 18  2  0
 11  7  1  0
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 13 17  1  0
 14 25  2  0
 15  5  1  0
 16 13  1  0
 17 19  2  0
 18 16  1  0
 19  9  1  0
 20 11  2  0
 21 12  2  0
 22 16  2  0
 23 26  2  0
 24 13  2  0
 25 22  1  0
 26 15  1  0
 27 12  1  0
 28 11  1  0
 29 28  1  0
 30 27  1  0
 15  9  2  0
 23 17  1  0
 10 14  1  0
  6  2  1  0
M  END

Associated Targets(non-human)

Cricetinae gen. sp. (3197 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mastomys natalensis (62 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 408.37Molecular Weight (Monoisotopic): 408.1182AlogP: 3.03#Rotatable Bonds: 4
Polar Surface Area: 151.09Molecular Species: NEUTRALHBA: 7HBD: 4
#RO5 Violations: HBA (Lipinski): 11HBD (Lipinski): 4#RO5 Violations (Lipinski): 1
CX Acidic pKa: 8.86CX Basic pKa: 3.72CX LogP: 3.09CX LogD: 3.07
Aromatic Rings: 4Heavy Atoms: 30QED Weighted: 0.38Np Likeness Score: -0.61

References

1. Abuzar S, Sharma S, Fatma N, Gupta S, Murthy PK, Katiyar JC, Chatterjee RK, Sen AB..  (1986)  Studies in potential filaricides. 18. Synthesis of 2,2'-disubstituted 5,5'-dibenzimidazolyl ketones and related compounds as potential anthelmintics.,  29  (7): [PMID:3543360] [10.1021/jm00157a032]

Source