2-Amino-3-benzyl-1-propyl-3H-benzoimidazol-1-ium

ID: ALA3559462

PubChem CID: 118753785

Max Phase: Preclinical

Molecular Formula: C19H21N3O4

Molecular Weight: 266.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC[n+]1c(N)n(Cc2ccccc2)c2ccccc21.O=C([O-])C(=O)O

Standard InChI:  InChI=1S/C17H19N3.C2H2O4/c1-2-12-19-15-10-6-7-11-16(15)20(17(19)18)13-14-8-4-3-5-9-14;3-1(4)2(5)6/h3-11,18H,2,12-13H2,1H3;(H,3,4)(H,5,6)

Standard InChI Key:  IWZWMMDZITURSJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    2.9381   -7.1088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1757   -7.4171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6509   -6.7714    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8964   -6.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1008   -6.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8261   -6.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9758   -8.2211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6379   -7.5670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3762   -6.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4754   -5.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8841   -5.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486   -6.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -5.3968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3835   -7.1838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4632   -4.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2630   -4.9219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0751   -7.6420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3012   -4.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8985   -5.4842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5236   -4.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6568   -2.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3698   -3.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9438   -3.3191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0828   -2.9063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6568   -2.0765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3698   -4.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  4  2  0
  6  3  1  0
  7  2  1  0
  8  1  1  0
  9  6  1  0
 10  4  1  0
 11  5  1  0
 12  9  1  0
 13  9  2  0
 14  8  1  0
 15 16  1  0
 16 10  2  0
 17 14  1  0
 18 13  1  0
 19 12  2  0
 20 18  2  0
  3  5  1  0
 11 15  2  0
 20 19  1  0
 22 21  1  0
 23 21  1  0
 24 22  1  0
 25 21  2  0
 26 22  2  0
M  CHG  2   1   1  23  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 266.37

Molecular Weight (Monoisotopic): 266.1652

AlogP: 2.97

#Rotatable Bonds: 4

Polar Surface Area: 34.83

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.45

CX LogD: -0.45

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: -0.70

References

1. Ramström H, Bourotte M, Philippe C, Schmitt M, Haiech J, Bourguignon JJ..  (2004)  Heterocyclic bis-cations as starting hits for design of inhibitors of the bifunctional enzyme histidine-containing protein kinase/phosphatase from Bacillus subtilis.,  47  (9): [PMID:15084125] [10.1021/jm021043o]

Source

Source(1):

• Scientific Literature