1,4-bis(4-(1H-imidazol-1-yl)butyl)benzene

ID: ALA4514212

PubChem CID: 58580476

Max Phase: Preclinical

Molecular Formula: C20H26N4

Molecular Weight: 322.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  c1cn(CCCCc2ccc(CCCCn3ccnc3)cc2)cn1

Standard InChI:  InChI=1S/C20H26N4/c1(3-13-23-15-11-21-17-23)5-19-7-9-20(10-8-19)6-2-4-14-24-16-12-22-18-24/h7-12,15-18H,1-6,13-14H2

Standard InChI Key:  NIRORIVJTDRBBP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   18.3276  -10.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3265  -11.5173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0345  -11.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7442  -11.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7413  -10.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0327  -10.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6198  -10.2893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4525  -11.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1596  -11.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8679  -11.9221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5750  -11.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2833  -11.9198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9122  -10.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2044  -10.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4968  -10.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7890  -10.2900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7020   -9.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9026   -9.3082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4942  -10.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0411  -10.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3713  -12.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1709  -12.8997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5784  -12.1914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0307  -11.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 19 20  2  0
 17 18  2  0
 16 17  1  0
 18 19  1  0
 20 16  1  0
 23 24  2  0
 21 22  2  0
 12 21  1  0
 22 23  1  0
 24 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514212

   1-[4-[4-(4-Imidazol-1-ylbutyl)phenyl]butyl]imidazole

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 322.46

Molecular Weight (Monoisotopic): 322.2157

AlogP: 4.13

#Rotatable Bonds: 10

Polar Surface Area: 35.64

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.84

CX LogP: 3.99

CX LogD: 3.91

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: -0.68

References

1. Intagliata S, Salerno L, Ciaffaglione V, Leonardi C, Fallica AN, Carota G, Amata E, Marrazzo A, Pittalà V, Romeo G..  (2019)  Heme Oxygenase-2 (HO-2) as a therapeutic target: Activators and inhibitors.,  183  [PMID:31550661] [10.1016/j.ejmech.2019.111703]

Source

Source(1):

• Scientific Literature