5'-Deoxy-5'-N-(N-[6-fluoro-4-oxo-1,4-dihydrocinnolin-3-yl]sulfamoyl)aminoadenosine Triethylammonium Salt

ID: ALA4299748

Chembl Id: CHEMBL4299748

PubChem CID: 145946438

Max Phase: Preclinical

Molecular Formula: C24H32FN9O6S

Molecular Weight: 492.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CC.Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNS(=O)(=O)c2n[nH]c3ccc(F)cc3c2=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H17FN8O6S.C6H15N/c19-7-1-2-9-8(3-7)12(28)17(26-25-9)34(31,32)24-4-10-13(29)14(30)18(33-10)27-6-23-11-15(20)21-5-22-16(11)27;1-4-7(5-2)6-3/h1-3,5-6,10,13-14,18,24,29-30H,4H2,(H,25,28)(H2,20,21,22);4-6H2,1-3H3/t10-,13-,14-,18-;/m1./s1

Standard InChI Key:  XMSMIWJIGRMELR-GCHWKPKDSA-N

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: 492.45

Molecular Weight (Monoisotopic): 492.0976

AlogP: -1.62

#Rotatable Bonds: 5

Polar Surface Area: 211.23

Molecular Species: ACID

HBA: 12

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.25

CX Basic pKa: 4.90

CX LogP: -0.01

CX LogD: -1.03

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.21

Np Likeness Score: -0.38

References

1. Dawadi S, Boshoff HIM, Park SW, Schnappinger D, Aldrich CC..  (2018)  Conformationally Constrained Cinnolinone Nucleoside Analogues as Siderophore Biosynthesis Inhibitors for Tuberculosis.,  9  (4): [PMID:29670706] [10.1021/acsmedchemlett.8b00090]

Source

Source(1):

• Scientific Literature