2-(4-guanidinomethyl)benzyl-5-guanidinomethylpyridazin-3(2H)-one dihydrochloride

ID: ALA5083484

PubChem CID: 163409009

Max Phase: Preclinical

Molecular Formula: C15H22Cl2N8O

Molecular Weight: 328.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Cl.N=C(N)NCc1ccc(Cn2ncc(CNC(=N)N)cc2=O)cc1

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

Standard InChI Key:  DDIXHELKSZMZBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 25  0  0  0  0  0  0  0  0999 V2000
    1.6629   -2.0089    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.7141   -0.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4302    0.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1422   -0.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1380   -0.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4261   -1.2438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141   -0.8298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0064    0.4076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0018   -1.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -0.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7096   -0.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4215    0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1335    0.0061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1376   -0.8174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4257   -1.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413    0.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5573    0.0061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2693    0.4201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2651    1.2438    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9812    0.0145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535    0.3965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5616   -0.0160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731    0.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9812   -0.0218    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764    1.2103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799   -2.0758    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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  4 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  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: 12.17

CX LogP: -1.14

CX LogD: -5.96

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.30

Np Likeness Score: -1.13

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