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

ID: ALA3559474

PubChem CID: 118753796

Max Phase: Preclinical

Molecular Formula: C29H41N3O4

Molecular Weight: 406.64

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H39N3.C2H2O4/c1-3-4-5-6-7-8-9-10-11-14-21-29-25-15-12-13-16-26(25)30(27(29)28)22-24-19-17-23(2)18-20-24;3-1(4)2(5)6/h12-13,15-20,28H,3-11,14,21-22H2,1-2H3;(H,3,4)(H,5,6)

Standard InChI Key:  MEMUTEKDTWBCLC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 37  0  0  0  0  0  0  0  0999 V2000
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   -0.1343   -6.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6585   -6.2465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854   -5.7639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092   -5.5518    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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  2  1  2  0
  3  2  1  0
  4  1  1  0
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  9  6  1  0
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 11  4  1  0
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 14  9  2  0
 15 14  1  0
 16 13  2  0
 17 10  1  0
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 19 20  1  0
 20 25  1  0
 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 11  2  0
 29 28  1  0
 30 19  1  0
  3  5  1  0
 12 29  2  0
 16 10  1  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: 406.64

Molecular Weight (Monoisotopic): 406.3217

AlogP: 6.79

#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: 4.07

CX LogD: 4.07

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.25

Np Likeness Score: -0.54

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