2-Amino-1-(11-amino-undecyl)-3-benzyl-3H-benzoimidazol-1-ium

ID: ALA3559457

PubChem CID: 118753780

Max Phase: Preclinical

Molecular Formula: C27H38N4O4

Molecular Weight: 393.60

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H36N4.C2H2O4/c26-19-13-6-4-2-1-3-5-7-14-20-28-23-17-11-12-18-24(23)29(25(28)27)21-22-15-9-8-10-16-22;3-1(4)2(5)6/h8-12,15-18,27H,1-7,13-14,19-21,26H2;(H,3,4)(H,5,6)

Standard InChI Key:  PRSCAEYFXMJDEV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 36  0  0  0  0  0  0  0  0999 V2000
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   -1.5918   -7.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153   -7.2498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772   -6.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7439   -8.1223    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0003   -8.4755    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
    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 13  1  0
 13 17  1  0
 14  9  1  0
 15  9  2  0
 16  8  1  0
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 18 24  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 16  1  0
 23 22  1  0
 24 23  1  0
 25 26  1  0
 26 10  2  0
 27 14  2  0
 28 15  1  0
 29 28  2  0
  3  5  1  0
 11 25  2  0
 27 29  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: 393.60

Molecular Weight (Monoisotopic): 393.3013

AlogP: 5.03

#Rotatable Bonds: 13

Polar Surface Area: 60.85

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.21

CX LogP: 1.57

CX LogD: -1.04

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.32

Np Likeness Score: -0.37

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