1-ethyl-6-methoxy-4-methyl-3-((3-methylthiazol-2(3H)-ylidene)methyl)benzo[h]quinolinium

ID: ALA493889

Chembl Id: CHEMBL493889

PubChem CID: 44568846

Max Phase: Preclinical

Molecular Formula: C22H23N2OS+

Molecular Weight: 363.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[n+]1cc(/C=C2\SC=CN2C)c(C)c2cc(OC)c3ccccc3c21

Standard InChI:  InChI=1S/C22H23N2OS/c1-5-24-14-16(12-21-23(3)10-11-26-21)15(2)19-13-20(25-4)17-8-6-7-9-18(17)22(19)24/h6-14H,5H2,1-4H3/q+1/b21-12-

Standard InChI Key:  XQCWEZQINGVEGY-MTJSOVHGSA-N

Alternative Forms

1. Parent:

   

   ALA493889

   US9211296, Table 7, Compd: 4

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: 363.51

Molecular Weight (Monoisotopic): 363.1526

AlogP: 5.07

#Rotatable Bonds: 3

Polar Surface Area: 16.35

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.61

CX LogP: 0.55

CX LogD: 0.55

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -0.07

References

1. Ciustea M, Silverman JE, Druck Shudofsky AM, Ricciardi RP..  (2008)  Identification of non-nucleoside DNA synthesis inhibitors of vaccinia virus by high-throughput screening.,  51  (20): [PMID:18808105] [10.1021/jm800366g]

2.  (2015)  Therapeutic compounds for blocking DNA synthesis of POX viruses, 

Source

Source(2):

• Scientific Literature
• BindingDB Database