2'-deoxy-5'-O-(N-(2-hydroxybenzoyl)sulfamoyl)adenosine triethylammonium salt

ID: ALA612022

Chembl Id: CHEMBL612022

PubChem CID: 46877587

Max Phase: Preclinical

Molecular Formula: C23H33N7O7S

Molecular Weight: 450.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CC.Nc1ncnc2ncn([C@H]3C[C@H](O)[C@@H](COS(=O)(=O)NC(=O)c4ccccc4O)O3)c12

Standard InChI:  InChI=1S/C17H18N6O7S.C6H15N/c18-15-14-16(20-7-19-15)21-8-23(14)13-5-11(25)12(30-13)6-29-31(27,28)22-17(26)9-3-1-2-4-10(9)24;1-4-7(5-2)6-3/h1-4,7-8,11-13,24-25H,5-6H2,(H,22,26)(H2,18,19,20);4-6H2,1-3H3/t11-,12+,13+;/m0./s1

Standard InChI Key:  GIKYPNJFZDOQQL-LUHWTZLKSA-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: 450.43

Molecular Weight (Monoisotopic): 450.0958

AlogP: -0.55

#Rotatable Bonds: 6

Polar Surface Area: 191.78

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.05

CX Basic pKa: 4.53

CX LogP: -1.04

CX LogD: -0.57

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.38

Np Likeness Score: 0.28

References

1. Somu RV, Wilson DJ, Bennett EM, Boshoff HI, Celia L, Beck BJ, Barry CE, Aldrich CC..  (2006)  Antitubercular nucleosides that inhibit siderophore biosynthesis: SAR of the glycosyl domain.,  49  (26): [PMID:17181146] [10.1021/jm061068d]

Source

Source(1):

• Scientific Literature