5'-Deoxy-5'-N-(N-[6,7-difluoro-4-oxo-1,4-dihydrocinnolin-3-yl]sulfamoyl)aminoadenosine Triethylammonium Salt

ID: ALA4299747

Chembl Id: CHEMBL4299747

PubChem CID: 145946436

Max Phase: Preclinical

Molecular Formula: C24H31F2N9O6S

Molecular Weight: 510.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CC.Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNS(=O)(=O)c2n[nH]c3cc(F)c(F)cc3c2=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H16F2N8O6S.C6H15N/c19-7-1-6-9(2-8(7)20)26-27-17(12(6)29)35(32,33)25-3-10-13(30)14(31)18(34-10)28-5-24-11-15(21)22-4-23-16(11)28;1-4-7(5-2)6-3/h1-2,4-5,10,13-14,18,25,30-31H,3H2,(H,26,29)(H2,21,22,23);4-6H2,1-3H3/t10-,13-,14-,18-;/m1./s1

Standard InChI Key:  OIISQYLLPNSIKC-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: 510.44

Molecular Weight (Monoisotopic): 510.0882

AlogP: -1.48

#Rotatable Bonds: 5

Polar Surface Area: 211.23

Molecular Species: ACID

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 5.98

CX Basic pKa: 4.88

CX LogP: 0.13

CX LogD: -1.08

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.21

Np Likeness Score: -0.31

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