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

ID: ALA4299749

Chembl Id: CHEMBL4299749

PubChem CID: 145946440

Max Phase: Preclinical

Molecular Formula: C24H33N9O6S

Molecular Weight: 474.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CC.Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNS(=O)(=O)c2n[nH]c3ccccc3c2=O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H18N8O6S.C6H15N/c19-15-11-16(21-6-20-15)26(7-22-11)18-14(29)13(28)10(32-18)5-23-33(30,31)17-12(27)8-3-1-2-4-9(8)24-25-17;1-4-7(5-2)6-3/h1-4,6-7,10,13-14,18,23,28-29H,5H2,(H,24,27)(H2,19,20,21);4-6H2,1-3H3/t10-,13-,14-,18-;/m1./s1

Standard InChI Key:  ROGKYOIYPKHIAW-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: 474.46

Molecular Weight (Monoisotopic): 474.1070

AlogP: -1.76

#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: 6.50

CX Basic pKa: 4.91

CX LogP: -0.16

CX LogD: -0.98

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.22

Np Likeness Score: -0.06

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