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

ID: ALA3559471

PubChem CID: 118753793

Max Phase: Preclinical

Molecular Formula: C28H39N3O4

Molecular Weight: 392.61

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H37N3.C2H2O4/c1-2-3-4-5-6-7-8-9-10-16-21-28-24-19-14-15-20-25(24)29(26(28)27)22-23-17-12-11-13-18-23;3-1(4)2(5)6/h11-15,17-20,27H,2-10,16,21-22H2,1H3;(H,3,4)(H,5,6)

Standard InChI Key:  VJUSTJPDOPPMDG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 36  0  0  0  0  0  0  0  0999 V2000
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   -0.3249   -6.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8484   -6.1552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3898   -5.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4079   -5.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2028   -4.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    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
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    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 22  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 14  1  0
 22 23  1  0
 23 17  1  0
 24 10  2  0
 25 24  1  0
 26 15  1  0
 27 12  2  0
 28 13  1  0
 29 28  2  0
  3  5  1  0
 11 25  2  0
 29 27  1  0
 31 30  1  0
 32 30  1  0
 33 31  1  0
 34 30  2  0
 35 31  2  0
M  CHG  2   1   1  32  -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: 392.61

Molecular Weight (Monoisotopic): 392.3060

AlogP: 6.48

#Rotatable Bonds: 13

Polar Surface Area: 34.83

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.55

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.26

Np Likeness Score: -0.44

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