2-(2-Aminoimidazolino)-5[(4-(2-propylguanidino)benzyl]pyridine dihydrochloride

ID: ALA4787567

PubChem CID: 162667066

Max Phase: Preclinical

Molecular Formula: C19H27Cl2N7

Molecular Weight: 351.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNC(=N)Nc1ccc(Cc2ccc(NC3=NCCN3)nc2)cc1.Cl.Cl

Standard InChI:  InChI=1S/C19H25N7.2ClH/c1-2-9-21-18(20)25-16-6-3-14(4-7-16)12-15-5-8-17(24-13-15)26-19-22-10-11-23-19;;/h3-8,13H,2,9-12H2,1H3,(H3,20,21,25)(H2,22,23,24,26);2*1H

Standard InChI Key:  OJJNWRZFVXUKET-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   28.8750  -22.6875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.2871  -20.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2860  -21.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0008  -21.7538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7173  -21.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7145  -20.5099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9989  -20.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4273  -20.0948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1435  -20.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1432  -21.3272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8584  -21.7370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5724  -21.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5665  -20.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8508  -20.0864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2889  -21.7306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0014  -21.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5711  -21.7529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8570  -21.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9971  -20.4894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7179  -21.7233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7702  -20.5214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9634  -20.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5502  -21.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1019  -21.6769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4304  -21.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1469  -21.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8594  -21.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6687  -20.0063    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 12 15  1  0
 15 16  1  0
  3 17  1  0
 17 18  1  0
 16 19  2  0
 16 20  1  0
 18 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 18  1  0
 20 25  1  0
 25 26  1  0
 26 27  1  0
M  END

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: 351.46

Molecular Weight (Monoisotopic): 351.2171

AlogP: 2.39

#Rotatable Bonds: 6

Polar Surface Area: 97.22

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.17

CX LogP: 2.88

CX LogD: 1.09

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.41

Np Likeness Score: -0.65

References

1. McMullan M,Kelly B,Mihigo HB,Keogh AP,Rodriguez F,Brocos-Mosquera I,García-Bea A,Miranda-Azpiazu P,Callado LF,Rozas I.  (2021)  Di-aryl guanidinium derivatives: Towards improved α2-Adrenergic affinity and antagonist activity.,  209  [PMID:33139112] [10.1016/j.ejmech.2020.112947]

Source

Source(1):

• Scientific Literature