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

ID: ALA4474033

PubChem CID: 155536754

Max Phase: Preclinical

Molecular Formula: C26H33ClN6OS

Molecular Weight: 477.66

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H32N6OS.ClH/c1-31-23-8-4-5-9-24(23)34-26(31)18-20-10-17-32(22-7-3-2-6-21(20)22)19-25(33)30-16-15-29-14-13-28-12-11-27;/h2-10,17-18,28-29H,11-16,19,27H2,1H3;1H

Standard InChI Key:  FRWWTEQBCPYSKQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
    6.7274  -13.0668    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2892  -13.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880  -14.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9961  -15.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9943  -13.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7029  -13.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032  -14.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4862  -15.0650    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9699  -14.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4857  -13.7331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7871  -14.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1959  -15.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7825  -15.8168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1879  -16.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0054  -16.5262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0089  -15.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4140  -15.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2313  -15.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6445  -15.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2344  -14.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4184  -14.4025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4122  -17.2349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7380  -12.9558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2294  -17.2370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6362  -17.9457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6398  -16.5303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4570  -16.5324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8673  -15.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6845  -15.8278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0949  -15.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9121  -15.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3225  -14.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1397  -14.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5501  -13.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3673  -13.7140    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
 34 35  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: 477.66

Molecular Weight (Monoisotopic): 477.2431

AlogP: 1.85

#Rotatable Bonds: 11

Polar Surface Area: 86.30

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.56

CX LogP: -2.40

CX LogD: -5.75

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: -0.61

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