9-Benzyl-1-methyl-2-(2-(naphthalen-2-yl)-2-oxoethyl)-9H-pyrido[3,4-b]indol-2-ium bromide

ID: ALA4095370

PubChem CID: 137653589

Max Phase: Preclinical

Molecular Formula: C31H25BrN2O

Molecular Weight: 441.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c2c(cc[n+]1CC(=O)c1ccc3ccccc3c1)c1ccccc1n2Cc1ccccc1.[Br-]

Standard InChI:  InChI=1S/C31H25N2O.BrH/c1-22-31-28(27-13-7-8-14-29(27)33(31)20-23-9-3-2-4-10-23)17-18-32(22)21-30(34)26-16-15-24-11-5-6-12-25(24)19-26;/h2-19H,20-21H2,1H3;1H/q+1;/p-1

Standard InChI Key:  SRTZBUGHWZCYGJ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   21.1259  -22.4518    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   16.8176  -20.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5362  -21.4739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0689  -22.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6272  -20.5486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1617  -21.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8847  -21.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5443  -22.4651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9924  -21.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2271  -21.9925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0314  -22.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6019  -21.5841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3625  -20.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5587  -20.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4045  -21.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9712  -21.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7738  -21.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7354  -20.3851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0038  -22.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1336  -20.9536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3324  -20.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5243  -23.2899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8000  -23.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2658  -22.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0971  -23.2532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3733  -23.6475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3528  -24.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0621  -24.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7830  -24.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3733  -21.7476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8051  -22.3428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0370  -23.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8366  -23.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4041  -22.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1692  -21.9383    0.0000 C   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 10  1  0
  9  6  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
 12 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  2  0
 19 31  1  0
 30 20  1  0
 20 21  2  0
 21 17  1  0
  8 22  1  0
 22 23  1  0
 11 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 23  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 30  2  0
M  CHG  2   1  -1  12   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: 441.55

Molecular Weight (Monoisotopic): 441.1961

AlogP: 6.47

#Rotatable Bonds: 5

Polar Surface Area: 25.88

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 1.77

Aromatic Rings: 6

Heavy Atoms: 34

QED Weighted: 0.22

Np Likeness Score: -0.36

References

1. Venkataramana Reddy PO, Mishra S, Tantak MP, Nikhil K, Sadana R, Shah K, Kumar D..  (2017)  Design, synthesis and in vitro cytotoxicity studies of novel β-carbolinium bromides.,  27  (6): [PMID:28254167] [10.1016/j.bmcl.2017.02.010]

Source

Source(1):

• Scientific Literature