2,8,9-trimethoxy-5-methylphenanthridinium chloride

ID: ALA2323153

Chembl Id: CHEMBL2323153

PubChem CID: 71524058

Max Phase: Preclinical

Molecular Formula: C17H18ClNO3

Molecular Weight: 284.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c1cc(OC)c(OC)cc1c[n+]2C.[Cl-]

Standard InChI:  InChI=1S/C17H18NO3.ClH/c1-18-10-11-7-16(20-3)17(21-4)9-13(11)14-8-12(19-2)5-6-15(14)18;/h5-10H,1-4H3;1H/q+1;/p-1

Standard InChI Key:  PSDKYFNRTYDTSU-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: 284.33

Molecular Weight (Monoisotopic): 284.1281

AlogP: 2.84

#Rotatable Bonds: 3

Polar Surface Area: 31.57

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.65

CX LogD: -1.65

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.55

Np Likeness Score: 0.54

References

1. Baechler SA, Fehr M, Habermeyer M, Hofmann A, Merz KH, Fiebig HH, Marko D, Eisenbrand G..  (2013)  Synthesis, topoisomerase-targeting activity and growth inhibition of lycobetaine analogs.,  21  (3): [PMID:23266176] [10.1016/j.bmc.2012.11.011]

2. Cheng P, Zhou J, Qing Z, Kang W, Liu S, Liu W, Xie H, Zeng J..  (2014)  Synthesis of 5-methyl phenanthridium derivatives: a new class of human DOPA decarboxylase inhibitors.,  24  (12): [PMID:24794108] [10.1016/j.bmcl.2014.04.047]

Source

Source(1):

• Scientific Literature