tert-Butyl (4-(5-carbamoyl-2-(1,3-dimethyl-1H-pyrazole-5-carboxamido)-1H-benzo[d]imidazol-1-yl)butyl)carbamate

ID: ALA5171333

PubChem CID: 165146899

Max Phase: Preclinical

Molecular Formula: C23H31N7O4

Molecular Weight: 469.55

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=O)Nc2nc3cc(C(N)=O)ccc3n2CCCCNC(=O)OC(C)(C)C)n(C)n1

Standard InChI:  InChI=1S/C23H31N7O4/c1-14-12-18(29(5)28-14)20(32)27-21-26-16-13-15(19(24)31)8-9-17(16)30(21)11-7-6-10-25-22(33)34-23(2,3)4/h8-9,12-13H,6-7,10-11H2,1-5H3,(H2,24,31)(H,25,33)(H,26,27,32)

Standard InChI Key:  DHNQLMBRITZUHE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   -2.5589   -1.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5600   -1.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8472   -2.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1354   -1.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1357   -1.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8490   -0.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3520   -0.8528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1326   -1.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3515   -2.1863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9553   -1.5190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3664   -0.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1890   -0.8061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700   -1.4712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4523   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4521   -0.3940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6695   -0.1402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9548   -0.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0980   -0.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2728   -2.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2735   -3.1698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9850   -1.9352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6488    0.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3948    1.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9456    1.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7505    1.7636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3012    2.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061    2.2035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0883    3.1698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3601    1.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1650    1.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7783    0.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5937    0.6318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4566    0.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1650   -1.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  5  4  1  0
  5  6  2  0
  6  1  1  0
  7  5  1  0
  8  7  1  0
  9  8  2  0
  4  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
 11 17  2  0
  7 18  1  0
  2 19  1  0
 19 20  2  0
 19 21  1  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
 16 33  1  0
 14 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5171333

   ---

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: 469.55

Molecular Weight (Monoisotopic): 469.2438

AlogP: 2.73

#Rotatable Bonds: 8

Polar Surface Area: 146.16

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.49

CX Basic pKa: 1.99

CX LogP: 1.86

CX LogD: 1.86

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.43

Np Likeness Score: -1.86

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