1-(4-Aminobutyl)-2-(1-ethyl-3-methyl-1H-pyrazole-5-carboxamido)-1H-benzo[d]imidazole-5-carboxamide

ID: ALA5187686

PubChem CID: 131986647

Max Phase: Preclinical

Molecular Formula: C19H25N7O2

Molecular Weight: 383.46

Names and Identifiers

Canonical SMILES:  CCn1nc(C)cc1C(=O)Nc1nc2cc(C(N)=O)ccc2n1CCCCN

Standard InChI:  InChI=1S/C19H25N7O2/c1-3-26-16(10-12(2)24-26)18(28)23-19-22-14-11-13(17(21)27)6-7-15(14)25(19)9-5-4-8-20/h6-7,10-11H,3-5,8-9,20H2,1-2H3,(H2,21,27)(H,22,23,28)

Standard InChI Key:  VURPZDTXJSZTKE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.6499   -1.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371   -1.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2254   -1.3143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2256   -0.4902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9389   -0.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4419   -0.2353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -0.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8652   -0.9015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2762   -0.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0988   -0.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5798   -0.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620   -0.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3618    0.2234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5793    0.4771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3663    1.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0746   -1.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8647    0.5232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1880    0.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7388    1.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4848    1.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3632   -2.5520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0746   -1.3177    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9481    1.8537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0356    2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8403    2.3807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3  4  2  0
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  7 20  1  0
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 21 22  1  0
  2 23  1  0
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 23 25  1  0
 17 26  1  0
 22 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5187686

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 383.46

Molecular Weight (Monoisotopic): 383.2070

AlogP: 1.65

#Rotatable Bonds: 8

Polar Surface Area: 133.85

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.48

CX Basic pKa: 10.20

CX LogP: 0.73

CX LogD: -1.88

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.98

References

1. Jeon MJ, Lee H, Lee J, Baek SY, Lee D, Jo S, Lee JY, Kang M, Jung HR, Han SB, Kim NJ, Lee S, Kim H..  (2022)  Development of Potent Immune Modulators Targeting Stimulator of Interferon Genes Receptor.,  65  (7.0): [PMID:35315650] [10.1021/acs.jmedchem.1c01795]

Source

Source(1):

• Scientific Literature