2-(4-guanidinomethyl)benzyl-6-guanidinomethylpyridazin-3(2H)-one dihydrochloride

ID: ALA5093499

PubChem CID: 163409011

Max Phase: Preclinical

Molecular Formula: C15H22Cl2N8O

Molecular Weight: 328.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Cl.N=C(N)NCc1ccc(Cn2nc(CNC(=N)N)ccc2=O)cc1

Standard InChI:  InChI=1S/C15H20N8O.2ClH/c16-14(17)20-7-10-1-3-11(4-2-10)9-23-13(24)6-5-12(22-23)8-21-15(18)19;;/h1-6H,7-9H2,(H4,16,17,20)(H4,18,19,21);2*1H

Standard InChI Key:  JKXHOIHXAJUAOA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 25  0  0  0  0  0  0  0  0999 V2000
    1.3504   -1.9196    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7119    0.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    0.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1399    0.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1357   -0.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4238   -0.8298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7119   -0.4159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0041    0.8216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8435   -0.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5596   -0.4242    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2714   -0.8381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2674   -1.6577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9835   -0.4284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0041   -0.8215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7119   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7119    0.4119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4238    0.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1358    0.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1399   -0.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4280   -0.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8436    0.8299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5596    0.4201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2716    0.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2674    1.6577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9835    0.4284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5022   -1.9866    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  2  7  1  0
  2  8  2  0
  5  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  7 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  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: 328.38

Molecular Weight (Monoisotopic): 328.1760

AlogP: -0.74

#Rotatable Bonds: 6

Polar Surface Area: 158.69

Molecular Species: BASE

HBA: 5

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 12.08

CX LogP: -0.81

CX LogD: -5.64

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.30

Np Likeness Score: -1.20

References

1. Costas-Lago MC, Vila N, Rahman A, Besada P, Rozas I, Brea J, Loza MI, González-Romero E, Terán C..  (2022)  Novel Pyridazin-3(2H)-one-Based Guanidine Derivatives as Potential DNA Minor Groove Binders with Anticancer Activity.,  13  (3.0): [PMID:35300077] [10.1021/acsmedchemlett.1c00633]

Source

Source(1):

• Scientific Literature