N-(3-chlorophenyl)benzo[b]quinolizin-5-ium-9-amine bromide

ID: ALA5289728

Max Phase: Preclinical

Molecular Formula: C19H14BrClN2

Molecular Weight: 305.79

Names and Identifiers

Canonical SMILES:  Clc1cccc(Nc2ccc3c[n+]4ccccc4cc3c2)c1.[Br-]

Standard InChI:  InChI=1S/C19H13ClN2.BrH/c20-16-4-3-5-17(12-16)21-18-8-7-14-13-22-9-2-1-6-19(22)11-15(14)10-18;/h1-13H;1H

Standard InChI Key:  PYAVVAOTNLXBPS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   -2.4575   -0.9910    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -3.9137    0.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1991    0.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4872    0.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4872   -0.2461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1974   -0.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9137   -0.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7745    0.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0596    0.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0578   -0.2435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7694   -0.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3514    0.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3607    0.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3643   -0.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3427   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    0.9895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829    0.5790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4941    0.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2026    0.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2026   -0.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4958   -0.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7829   -0.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9137    0.9899    0.0000 Cl  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
 19 23  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: 305.79

Molecular Weight (Monoisotopic): 305.0840

AlogP: 4.98

#Rotatable Bonds: 2

Polar Surface Area: 16.13

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.41

Np Likeness Score: -0.84

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