1-(2-methoxyethyl)-2-methyl-4,9-dioxo-3-(pyrazin-2-ylmethyl)-3a,4,9,9a-tetrahydro-1H-naphtho[2,3-d]imidazol-3-ium bromide

ID: ALA4208369

Chembl Id: CHEMBL4208369

PubChem CID: 71296080

Max Phase: Preclinical

Molecular Formula: C20H21BrN4O3

Molecular Weight: 365.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCN1C(C)=[N+](Cc2cnccn2)C2C(=O)c3ccccc3C(=O)C21.[Br-]

Standard InChI:  InChI=1S/C20H21N4O3.BrH/c1-13-23(9-10-27-2)17-18(24(13)12-14-11-21-7-8-22-14)20(26)16-6-4-3-5-15(16)19(17)25;/h3-8,11,17-18H,9-10,12H2,1-2H3;1H/q+1;/p-1

Standard InChI Key:  MVFWKQQLXRZBLL-UHFFFAOYSA-M

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: 365.41

Molecular Weight (Monoisotopic): 365.1608

AlogP: 1.19

#Rotatable Bonds: 5

Polar Surface Area: 75.40

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.32

CX Basic pKa: ┄

CX LogP: -3.65

CX LogD: -3.65

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.74

Np Likeness Score: -0.64

References

1. Wang Q, Arnst KE, Xue Y, Lei ZN, Ma D, Chen ZS, Miller DD, Li W..  (2018)  Synthesis and biological evaluation of indole-based UC-112 analogs as potent and selective survivin inhibitors.,  149  [PMID:29501942] [10.1016/j.ejmech.2018.02.045]

2. Wani, Tasaduq Hussain, Chowdhury, Goutam, Chakrabarty, Anindita.  (2021)  Generation of reactive oxygen species is the primary mode of action and cause of survivin suppression by sepantronium bromide (YM155),  12  (4.0): [PMID:34046628] [10.1039/d0md00383b]

Source

Source(1):

• Scientific Literature