2-Amino-3-(4-chloro-benzyl)-1-dodecyl-3H-benzoimidazol-1-ium

ID: ALA3559473

PubChem CID: 118753795

Max Phase: Preclinical

Molecular Formula: C28H38ClN3O4

Molecular Weight: 427.06

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCC[n+]1c(N)n(Cc2ccc(Cl)cc2)c2ccccc21.O=C([O-])C(=O)O

Standard InChI:  InChI=1S/C26H36ClN3.C2H2O4/c1-2-3-4-5-6-7-8-9-10-13-20-29-24-14-11-12-15-25(24)30(26(29)28)21-22-16-18-23(27)19-17-22;3-1(4)2(5)6/h11-12,14-19,28H,2-10,13,20-21H2,1H3;(H,3,4)(H,5,6)

Standard InChI Key:  FFAGFRHZGPPBEP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 37  0  0  0  0  0  0  0  0999 V2000
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    0.3963   -7.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1278   -6.8654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1159   -6.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3214   -6.1666    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
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    2.9438   -3.3191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  2  0
  3  2  1  0
  4  1  1  0
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  6  3  1  0
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 16 15  2  0
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 19 20  1  0
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 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 18  1  0
 25 26  1  0
 26 27  1  0
 27 21  1  0
 28 12  2  0
 29 28  1  0
 30 19  1  0
  3  5  1  0
 13 29  2  0
 10 17  2  0
 32 31  1  0
 33 31  1  0
 34 32  1  0
 35 31  2  0
 36 32  2  0
M  CHG  2   1   1  33  -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: 427.06

Molecular Weight (Monoisotopic): 426.2671

AlogP: 7.13

#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: 4.16

CX LogD: 4.16

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.23

Np Likeness Score: -0.64

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