4-[3-(Propyl)guanidino]-4'-(2-aminoimidazolino)diphenylmethane dihydrochloride

ID: ALA4755913

PubChem CID: 162655408

Max Phase: Preclinical

Molecular Formula: C20H28Cl2N6

Molecular Weight: 350.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCNC(=N)Nc1ccc(Cc2ccc(NC3=NCCN3)cc2)cc1.Cl.Cl

Standard InChI:  InChI=1S/C20H26N6.2ClH/c1-2-11-22-19(21)25-17-7-3-15(4-8-17)14-16-5-9-18(10-6-16)26-20-23-12-13-24-20;;/h3-10H,2,11-14H2,1H3,(H3,21,22,25)(H2,23,24,26);2*1H

Standard InChI Key:  FBXGXWMLTNKLSQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   16.3821  -23.5714    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.4358  -21.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4347  -22.3600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1496  -22.7729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8659  -22.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8631  -21.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1477  -21.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5759  -21.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2920  -21.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2917  -22.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0068  -22.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7208  -22.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7150  -21.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9993  -21.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4373  -22.7496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1496  -22.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7200  -22.7720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0058  -22.3589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1454  -21.5085    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8662  -22.7423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9191  -21.5406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1123  -21.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6992  -22.0826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2508  -22.6960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5785  -22.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2951  -22.7350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0074  -22.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1170  -20.8607    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: 350.47

Molecular Weight (Monoisotopic): 350.2219

AlogP: 2.99

#Rotatable Bonds: 6

Polar Surface Area: 84.33

Molecular Species: BASE

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.24

CX LogP: 3.50

CX LogD: 1.04

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.41

Np Likeness Score: -0.49

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