2-((1-(2-(3-(3-aminopropylamino)propylamino)-2-oxoethyl)quinolin-4(1H)-ylidene)methyl)-3-methylbenzo[d]thiazol-3-ium chloride

ID: ALA4545020

PubChem CID: 155553022

Max Phase: Preclinical

Molecular Formula: C26H32ClN5OS

Molecular Weight: 462.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[n+]1c(/C=C2\C=CN(CC(=O)NCCCNCCCN)c3ccccc32)sc2ccccc21.[Cl-]

Standard InChI:  InChI=1S/C26H31N5OS.ClH/c1-30-23-10-4-5-11-24(23)33-26(30)18-20-12-17-31(22-9-3-2-8-21(20)22)19-25(32)29-16-7-15-28-14-6-13-27;/h2-5,8-12,17-18,28H,6-7,13-16,19,27H2,1H3;1H

Standard InChI Key:  YGAOWMJHLPPPCD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   17.1280   -1.8861    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.6898   -2.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6887   -3.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3967   -4.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3949   -2.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1035   -2.8070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1038   -3.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8868   -3.8844    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3705   -3.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8864   -2.5525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1877   -3.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5965   -3.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1831   -4.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5885   -5.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4060   -5.3455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4095   -3.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8146   -4.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6319   -4.6424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0451   -3.9353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6350   -3.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8190   -3.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8128   -6.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1386   -1.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6300   -6.0563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0368   -6.7651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0404   -5.3496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8576   -5.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2680   -4.6450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0852   -4.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4955   -3.9404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3127   -3.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7195   -4.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5367   -4.6533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9435   -5.3621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 16  1  0
 13 14  2  0
 14 15  1  0
 15 17  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 15 22  1  0
 10 23  1  0
 22 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
M  CHG  2   1  -1  10   1
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: 462.64

Molecular Weight (Monoisotopic): 462.2322

AlogP: 3.04

#Rotatable Bonds: 10

Polar Surface Area: 74.27

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.31

CX LogP: -1.91

CX LogD: -5.39

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: -0.57

References

1. Wang S, Yang D, Singh M, Joo H, Rangel VM, Tran A, Phan E, Xue L..  (2019)  Thiazole orange - Spermine conjugate: A potent human telomerase inhibitor comparable to BRACO-19.,  175  [PMID:31071547] [10.1016/j.ejmech.2019.04.041]

Source

Source(1):

• Scientific Literature