2-(1'-Benzyl-1'H-indol-6'-yl)-5,10-dimethylphenanthridin-5-ium chloride

ID: ALA4873058

PubChem CID: 164624791

Max Phase: Preclinical

Molecular Formula: C30H25ClN2

Molecular Weight: 413.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc2c[n+](C)c3ccc(-c4ccc5ccn(Cc6ccccc6)c5c4)cc3c12.[Cl-]

Standard InChI:  InChI=1S/C30H25N2.ClH/c1-21-7-6-10-26-20-31(2)28-14-13-24(17-27(28)30(21)26)25-12-11-23-15-16-32(29(23)18-25)19-22-8-4-3-5-9-22;/h3-18,20H,19H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  FCZULGOHKWQTCE-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   25.7539  -32.1362    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.5482  -29.3621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5470  -30.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9770  -29.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2608  -28.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9798  -30.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2630  -30.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2586  -31.4192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9692  -31.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6921  -30.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6827  -31.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3899  -31.8432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1070  -31.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1125  -30.6124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4047  -30.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5405  -31.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2554  -28.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9711  -27.7113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5356  -26.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5412  -27.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2520  -26.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9728  -26.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5870  -26.3277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2457  -25.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4207  -25.6619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3957  -26.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6546  -27.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1032  -27.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3616  -28.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1711  -28.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7216  -28.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4604  -27.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4104  -29.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  7  1  0
  6  4  1  0
  4  5  2  0
  5  2  1  0
  6  7  2  0
  6 10  1  0
  7  8  1  0
  8  9  2  0
  9 11  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  8 16  1  0
 17 18  2  0
 18 22  1  0
 21 19  1  0
 19 20  2  0
 20 17  1  0
  5 17  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 21  1  0
 23 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 15 33  1  0
M  CHG  2   1  -1   8   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: 413.54

Molecular Weight (Monoisotopic): 413.2012

AlogP: 6.80

#Rotatable Bonds: 3

Polar Surface Area: 8.81

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 6

Heavy Atoms: 32

QED Weighted: 0.22

Np Likeness Score: -0.35

References

1. Zhang N, Song D, Chen W, Zhang S, Zhang P, Zhang N, Ma S..  (2021)  Modification of 5-methylphenanthridium from benzothiazoles to indoles as potent FtsZ inhibitors: Broadening the antibacterial spectrum toward vancomycin-resistant enterococci.,  224  [PMID:34340044] [10.1016/j.ejmech.2021.113723]

Source

Source(1):

• Scientific Literature