omadacycline

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Ligands
omadacycline

GtoPdb Ligand ID: 10839

Synonyms: amadacycline | compound 6 [PMID: 21302930] | Nuzyra® | PTK-0796 | PTK0796

omadacycline is an approved drug (FDA (2018))

Compound class: Synthetic organic

Comment: Omadacycline (PTK-0796) is an oral, tetracycline-like antibacterial [1].

omadacycline is commercially available from our sponsors

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	10
Hydrogen bond donors	6
Rotatable bonds	7
Topological polar surface area	176.66
Molecular weight	556.29
XLogP	2.54
No. Lipinski's rules broken	1

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

SMILES / InChI / InChIKey

Canonical SMILES	CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@@H]1Cc3c(cc(c(c3C(=C1C2=O)O)O)CNCC(C)(C)C)N(C)C)O)O)C(=O)N)C
Isomeric SMILES	CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@@H]1Cc3c(cc(c(c3C(=C1C2=O)O)O)CNCC(C)(C)C)N(C)C)O)O)C(=O)N)C
InChI	InChI=1S/C29H40N4O7/c1-28(2,3)12-31-11-14-10-17(32(4)5)15-8-13-9-16-21(33(6)7)24(36)20(27(30)39)26(38)29(16,40)25(37)18(13)23(35)19(15)22(14)34/h10,13,16,21,31,34-35,38,40H,8-9,11-12H2,1-7H3,(H2,30,39)/t13-,16-,21-,29-/m0/s1
InChI Key	VJYKVCURWJGLPG-IQZGDKDPSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)