N,N-bis(2-(pyridin-2-ylmethylamino)ethyl)quinoline-8-sulfonamide

ID: ALA4559887

PubChem CID: 155557892

Max Phase: Preclinical

Molecular Formula: C25H28N6O2S

Molecular Weight: 476.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=S(=O)(c1cccc2cccnc12)N(CCNCc1ccccn1)CCNCc1ccccn1

Standard InChI:  InChI=1S/C25H28N6O2S/c32-34(33,24-11-5-7-21-8-6-14-30-25(21)24)31(17-15-26-19-22-9-1-3-12-28-22)18-16-27-20-23-10-2-4-13-29-23/h1-14,26-27H,15-20H2

Standard InChI Key:  DITREWWYHLWKFN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
   11.2384   -5.9804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0556   -5.9845    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.6506   -5.2747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7673   -5.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0839   -7.2339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3506   -7.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1845   -4.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3319   -8.4313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2149   -6.8169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9061   -6.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0605   -6.8062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6191   -7.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3243   -6.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5050   -7.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7944   -8.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1855   -5.5685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7735   -7.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0427   -8.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9278   -7.2250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6377   -6.8116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4833   -6.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6197   -8.0234    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0828   -8.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0370   -7.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5078   -8.0573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4778   -5.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7927   -6.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1963   -7.2089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7601   -4.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4670   -4.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4617   -3.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7503   -3.1213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0428   -3.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0516   -4.3548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
 11 17  1  0
  2  4  1  0
 21 28  1  0
 22  8  1  0
 11  2  1  0
 24 13  2  0
 20  6  1  0
 10 12  1  0
  7 30  1  0
  4 26  2  0
  9 19  1  0
  5 23  2  0
 14 27  2  0
 12 22  2  0
 18 24  1  0
 19 20  1  0
 26 16  1  0
 13 12  1  0
 15 25  2  0
 14  9  1  0
  8 18  2  0
 27  5  1  0
 28 10  1  0
 23 15  1  0
 25 14  1  0
  6 11  1  0
 29  4  1  0
 17 21  1  0
  7 16  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559887

   ---

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: 476.61

Molecular Weight (Monoisotopic): 476.1994

AlogP: 2.60

#Rotatable Bonds: 12

Polar Surface Area: 100.11

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.75

CX LogP: 1.63

CX LogD: 0.98

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.39

References

1. Galiana-Roselló C, Aceves-Luquero C, González J, Martínez-Camarena Á, Villalonga R, Fernández de Mattos S, Soriano C, Llinares J, García-España E, Villalonga P, González-Rosende ME..  (2020)  Toward a Rational Design of Polyamine-Based Zinc-Chelating Agents for Cancer Therapies.,  63  (3): [PMID:31935092] [10.1021/acs.jmedchem.9b01554]

Source

Source(1):

• Scientific Literature