rolitetracycline

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Ligands
rolitetracycline

GtoPdb Ligand ID: 12760

Synonyms: pyrrolidinylmethyltetracycline | Reverin® | SQ 15,659 | Syntetrin® | Velacycline®

rolitetracycline is an approved drug (FDA (1959))

Comment: Rolitetracycline is a parenterally delivered prodrug of tetracycline, an antibacterial that has activity against Gram-negative and Gram-positive bacteria.
Note that the structure shown here matches the CAS-assigned structure and is the same as the ChEBI and ChEMBL entries linked to below. There is no exact match in PubChem for the structure shown here.

rolitetracycline is commercially available from our sponsors

2D Structure

Physico-chemical Properties

Hydrogen bond acceptors	11
Hydrogen bond donors	6
Rotatable bonds	5
Topological polar surface area	170.87
Molecular weight	527.57
XLogP	0.22
No. Lipinski's rules broken	3

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	C[C@]1(C2=CC=CC(=C2C(=O)C3=C([C@]4([C@@]([H])(C[C@@]31[H])[C@@H](C(=C(C4=O)C(=O)NCN5CCCC5)O)N(C)C)O)O)O)O
Isomeric SMILES	[H][C@@]12C[C@@]3([H])C(C(=O)C4=C(O)C=CC=C4[C@@]3(C)O)=C(O)[C@]1(O)C(=O)C(C(=O)NCN5CCCC5)=C(O)[C@H]2N(C)C
InChI	InChI=1S/C27H33N3O8/c1-26(37)13-7-6-8-16(31)17(13)21(32)18-14(26)11-15-20(29(2)3)22(33)19(24(35)27(15,38)23(18)34)25(36)28-12-30-9-4-5-10-30/h6-8,14-15,20,31,33-34,37-38H,4-5,9-12H2,1-3H3,(H,28,36)/t14-,15-,20-,26+,27-/m0/s1
InChI Key	HMEYVGGHISAPJR-IAHYZSEUSA-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/)