(2-amino-1H-imidazol-5-yl)(4-nicotinoylpiperazin-1-yl)methanone hydrochloride

ID: ALA4087474

PubChem CID: 137642475

Max Phase: Preclinical

Molecular Formula: C14H17ClN6O2

Molecular Weight: 300.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.Nc1ncc(C(=O)N2CCN(C(=O)c3cccnc3)CC2)[nH]1

Standard InChI:  InChI=1S/C14H16N6O2.ClH/c15-14-17-9-11(18-14)13(22)20-6-4-19(5-7-20)12(21)10-2-1-3-16-8-10;/h1-3,8-9H,4-7H2,(H3,15,17,18);1H

Standard InChI Key:  JLINTPBHBDFQHP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    4.8904   -6.5668    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -8.4030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -9.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7541   -9.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4594   -9.2202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4594   -8.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7541   -7.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399   -7.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6334   -8.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3375   -7.1793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8820   -8.0753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3370   -8.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7477   -9.3907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5464   -9.2184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1665   -9.6299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1653  -10.4470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8748   -9.2223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5240   -8.6012    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5803   -9.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2881   -9.2259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2897   -8.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5776   -7.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8727   -8.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  7  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  2  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  9  2  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
 12 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 300.32

Molecular Weight (Monoisotopic): 300.1335

AlogP: -0.01

#Rotatable Bonds: 2

Polar Surface Area: 108.21

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.75

CX Basic pKa: 7.42

CX LogP: -1.36

CX LogD: -1.64

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: -0.97

References

1. Jukič M, Ilaš J, Brvar M, Kikelj D, Cesar J, Anderluh M..  (2017)  Linker-switch approach towards new ATP binding site inhibitors of DNA gyrase B.,  125  [PMID:27689732] [10.1016/j.ejmech.2016.09.040]

Source

Source(1):

• Scientific Literature