ID: ALA597197

Max Phase: Preclinical

Molecular Formula: C24H15N2NaO5S

Molecular Weight: 444.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1c(S(=O)(=O)[O-])cc(Nc2ccc3ccccc3c2)c2c1C(=O)c1ccccc1C2=O.[Na+]

Standard InChI:  InChI=1S/C24H16N2O5S.Na/c25-22-19(32(29,30)31)12-18(26-15-10-9-13-5-1-2-6-14(13)11-15)20-21(22)24(28)17-8-4-3-7-16(17)23(20)27;/h1-12,26H,25H2,(H,29,30,31);/q;+1/p-1

Standard InChI Key:  CNRIQWRNOWTUBN-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

Properties

Molecular Weight: 444.47

Molecular Weight (Monoisotopic): 444.0780

AlogP: 4.19

#Rotatable Bonds: 3

Polar Surface Area: 126.56

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: -2.81

CX Basic pKa:

CX LogP: 3.87

CX LogD: 3.27

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -0.30

References

1. Baqi Y, Lee SY, Iqbal J, Ripphausen P, Lehr A, Scheiff AB, Zimmermann H, Bajorath J, Müller CE..  (2010)  Development of potent and selective inhibitors of ecto-5'-nucleotidase based on an anthraquinone scaffold.,  53  (5): [PMID:20146483] [10.1021/jm901851t]

2. Fiene A, Baqi Y, Malik EM, Newton P, Li W, Lee SY, Hartland EL, Müller CE..  (2016)  Inhibitors for the bacterial ectonucleotidase Lp1NTPDase from Legionella pneumophila.,  24  (18): [PMID:27522579] [10.1016/j.bmc.2016.07.027]

3. Jeffrey JL,Lawson KV,Powers JP.  (2020)  Targeting Metabolism of Extracellular Nucleotides via Inhibition of Ectonucleotidases CD73 and CD39.,  63  (22): [PMID:32786396] [10.1021/acs.jmedchem.0c01044]

Source

Source(1):

• Scientific Literature