N2-2-Pyridylmethyl-6-chlorocarboline hydrobromide salt

ID: ALA4248027

PubChem CID: 145986253

Max Phase: Preclinical

Molecular Formula: C17H13BrClN3

Molecular Weight: 294.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc2[nH]c3c[n+](Cc4ccccn4)ccc3c2c1.[Br-]

Standard InChI:  InChI=1S/C17H12ClN3.BrH/c18-12-4-5-16-15(9-12)14-6-8-21(11-17(14)20-16)10-13-3-1-2-7-19-13;/h1-9,11H,10H2;1H

Standard InChI Key:  APIAGOPUQTUYBE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   14.4742  -12.5880    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   11.8740  -12.3445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2826  -11.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5352  -11.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3342  -12.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8814  -11.4252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6241  -10.6448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8257  -10.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2111  -11.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4673  -11.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9219  -10.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1202  -10.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8668  -11.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4139  -12.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6812  -11.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5739  -10.0396    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.2265  -10.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0246  -11.1561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5696  -10.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3154   -9.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5109   -9.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9694  -10.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  1  0
  3 10  1  0
  9  2  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6 15  1  0
 12 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  CHG  2   1  -1   6   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 294.76

Molecular Weight (Monoisotopic): 294.0793

AlogP: 3.71

#Rotatable Bonds: 2

Polar Surface Area: 32.56

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.32

CX Basic pKa: 2.07

CX LogP: -0.88

CX LogD: -0.88

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.56

Np Likeness Score: -0.56

References

1. Suzuki K, Nomura I, Ninomiya M, Tanaka K, Koketsu M..  (2018)  Synthesis and antimicrobial activity of β-carboline derivatives with N2-alkyl modifications.,  28  (17): [PMID:30001916] [10.1016/j.bmcl.2018.06.050]

Source

Source(1):

• Scientific Literature