N4-benzo[b]quinolizin-5-ium-9-yl-N1,N1-dimethyl-benzene-1,4-diamine bromide

ID: ALA5290135

Max Phase: Preclinical

Molecular Formula: C21H20BrN3

Molecular Weight: 314.41

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(Nc2ccc3c[n+]4ccccc4cc3c2)cc1.[Br-]

Standard InChI:  InChI=1S/C21H19N3.BrH/c1-23(2)20-10-8-18(9-11-20)22-19-7-6-16-15-24-12-4-3-5-21(24)14-17(16)13-19;/h3-15H,1-2H3;1H

Standard InChI Key:  KNIOCCYMWUFVAF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -2.8132   -0.7497    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -4.2692    0.8199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5547    1.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427    0.8203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427   -0.0047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5529   -0.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2692   -0.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301    1.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152    0.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4133   -0.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1250   -0.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070    1.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052    0.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0088    0.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6983   -0.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162    1.2306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273    0.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1385    1.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8471    0.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8471   -0.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1404   -0.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4273   -0.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5582   -0.4112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2692   -0.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5582   -1.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  3  1  0
  5  4  2  0
  6  5  1  0
  2  7  1  0
  7  6  2  0
  4  8  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
  5 11  1  0
  9 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 13 16  1  0
 16 17  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 17 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
M  CHG  2   1  -1   5   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 314.41

Molecular Weight (Monoisotopic): 314.1652

AlogP: 4.39

#Rotatable Bonds: 3

Polar Surface Area: 19.37

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.16

CX LogP: 1.73

CX LogD: 1.71

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.45

Np Likeness Score: -0.71

References

1. Singh R, Salunke DB..  (2021)  Diverse chemical space of indoleamine-2,3-dioxygenase 1 (Ido1) inhibitors.,  211  [PMID:33341650] [10.1016/j.ejmech.2020.113071]

Source

Source(1):

• Scientific Literature