6-(2-Aminoimidazolino)-6'-[2-(propyl)guanidino]dipirydinyl-3-methane dihydrochloride

ID: ALA4795780

PubChem CID: 162674230

Max Phase: Preclinical

Molecular Formula: C18H26Cl2N8

Molecular Weight: 352.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNC(=N)Nc1ccc(Cc2ccc(NC3=NCCN3)nc2)cn1.Cl.Cl

Standard InChI:  InChI=1S/C18H24N8.2ClH/c1-2-7-20-17(19)25-15-5-3-13(11-23-15)10-14-4-6-16(24-12-14)26-18-21-8-9-22-18;;/h3-6,11-12H,2,7-10H2,1H3,(H3,19,20,23,25)(H2,21,22,24,26);2*1H

Standard InChI Key:  ZJOXBMVTWFUVPP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   29.4054  -15.4098    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.5572  -13.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5560  -14.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2709  -14.5863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9874  -14.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9845  -13.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2691  -12.9332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6974  -12.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4134  -13.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4132  -14.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1284  -14.5694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8422  -14.1541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8365  -13.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1207  -12.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5588  -14.5630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2712  -14.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8412  -14.5853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1271  -14.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2671  -13.3218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9878  -14.5557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0404  -13.3538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2336  -13.1817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8205  -13.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3721  -14.5094    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7001  -14.1396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4167  -14.5484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1291  -14.1323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0518  -13.3179    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: 352.45

Molecular Weight (Monoisotopic): 352.2124

AlogP: 1.78

#Rotatable Bonds: 6

Polar Surface Area: 110.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.93

CX LogP: 2.25

CX LogD: 1.52

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.40

Np Likeness Score: -0.51

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