sarecycline

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Ligands
sarecycline

GtoPdb Ligand ID: 12921

Synonyms: P005672 | Seysara®

sarecycline is an approved drug (FDA (2018))

Compound class: Synthetic organic

Comment: Sarecycline is a tetracycline antibacterial with narrow-spectrum activity that was developed as an oral anti-acne therapeutic. Note that the structure shown here matches the CAS-assigned structure and is the same as the ChEMBL entry linked to below. The PubChem standardized chemical structure (CID 54681908) for sarecycline is represented with slightly different stereochemistry.

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	9
Hydrogen bond donors	5
Rotatable bonds	5
Topological polar surface area	173.86
Molecular weight	487.5
XLogP	-0.51
No. Lipinski's rules broken	0

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)[C@H]1[C@]2([H])C[C@]3([H])CC4=C(C(=CC=C4CN(C)OC)O)C(=O)C3=C([C@@]2(C(=O)C(=C1O)C(=O)N)O)O
Isomeric SMILES	O[C@]12[C@]([C@H](N(C)C)C(O)=C(C(N)=O)C1=O)(C[C@]3(C(=C2O)C(=O)C=4C(C3)=C(CN(OC)C)C=CC4O)[H])[H]
InChI	InChI=1S/C24H29N3O8/c1-26(2)18-13-8-11-7-12-10(9-27(3)35-4)5-6-14(28)16(12)19(29)15(11)21(31)24(13,34)22(32)17(20(18)30)23(25)33/h5-6,11,13,18,28,30-31,34H,7-9H2,1-4H3,(H2,25,33)/t11-,13-,18-,24-/m0/s1
InChI Key	PQJQFLNBMSCUSH-SBAJWEJLSA-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/)