Azithromycin

ID: ALA4299381

Chembl Id: CHEMBL4299381

PubChem CID: 145948753

Max Phase: Preclinical

Molecular Formula: C38H72N2O12

Molecular Weight: 749.00

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CC[C@@H]1OC(=O)[C@H](C)[C@@H](O[C@@H]2C[C@](C)(OC)[C@H](O)[C@@H](C)O2)[C@@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@H](N(C)C)[C@H]2O)[C@](C)(O)C[C@@H](C)CN(C)[C@H](C)[C@@H](O)[C@]1(C)O

Standard InChI:  InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22-,23-,24-,25-,26+,27+,28-,29-,30+,31-,32-,33-,35+,36-,37+,38-/m1/s1

Standard InChI Key:  MQTOSJVFKKJCRP-PJDZXGFSSA-N

Alternative Forms

  1. Parent:

    ALA4299381

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Associated Targets(Human)

Homo sapiens (32628 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pneumoniae (31063 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus pyogenes (16140 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Moraxella catarrhalis (3334 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Haemophilus influenzae (8812 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 749.00Molecular Weight (Monoisotopic): 748.5085AlogP: 1.90#Rotatable Bonds: 7
Polar Surface Area: 180.08Molecular Species: BASEHBA: 14HBD: 5
#RO5 Violations: 2HBA (Lipinski): 14HBD (Lipinski): 5#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.43CX Basic pKa: 9.57CX LogP: 2.44CX LogD: -1.23
Aromatic Rings: 0Heavy Atoms: 52QED Weighted: 0.24Np Likeness Score: 1.85

References

1. Yan M, Ma X, Dong R, Li X, Zhao C, Guo Z, Shen Y, Liu F, Ma R, Ma S..  (2015)  Synthesis and antibacterial activity of 4″-O-(trans-β-arylacrylamido)carbamoyl azithromycin analogs.,  103  [PMID:26402728] [10.1016/j.ejmech.2015.09.020]
2. Pavlović D, Mutak S..  (2016)  Synthesis and antibacterial evaluation of novel 4″-glycyl linked quinolyl-azithromycins with potent activity against macrolide-resistant pathogens.,  24  (6): [PMID:26860929] [10.1016/j.bmc.2016.01.055]
3. Zakeri-Milani P.  (2010)  Pharmacokinetic Study of Two Macrolide Antibiotic Oral Suspensions Using an Optimized Bioassay Procedure,  (5): [10.4172/jbb.1000041]

Source