TP-271   Click here for help

GtoPdb Ligand ID: 11013

Synonyms: TP271
Compound class: Synthetic organic
Comment: TP-271 is a fully synthetic fluorocycline antibiotic. It has activity against pathogens that cause respiratory tract infections, including complicated community-acquired bacterial pneumonia [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 11
Hydrogen bond donors 6
Rotatable bonds 5
Topological polar surface area 193.73
Molecular weight 558.21
XLogP 0.89
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@@H]1Cc3c(F)cc(c(c3C(=C1C2=O)O)O)NC(=O)[C@@H]1CCCN1C)O)O)C(=O)N)C
Isomeric SMILES CN([C@@H]1C(=O)C(=C([C@@]2([C@H]1C[C@@H]1Cc3c(F)cc(c(c3C(=C1C2=O)O)O)NC(=O)[C@@H]1CCCN1C)O)O)C(=O)N)C
InChI InChI=1S/C27H31FN4O8/c1-31(2)19-12-8-10-7-11-13(28)9-14(30-26(39)15-5-4-6-32(15)3)20(33)17(11)21(34)16(10)23(36)27(12,40)24(37)18(22(19)35)25(29)38/h9-10,12,15,19,33-34,37,40H,4-8H2,1-3H3,(H2,29,38)(H,30,39)/t10-,12-,15-,19-,27-/m0/s1
InChI Key VIWUYPVRNWIKLS-HMFHYXQTSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(2S)-N-[(5aR,6aS,7S,10aR)-9-carbamoyl-7-(dimethylamino)-4-fluoro-1,10,10a,12-tetrahydroxy-8,11-dioxo-5a,6,6a,7-tetrahydro-5H-tetracen-2-yl]-1-methylpyrrolidine-2-carboxamide
Synonyms Click here for help
TP271
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo 773
Other databases
CAS Registry No. 1207284-17-0 (source: hemIDplus)
ChEMBL Ligand CHEMBL2057236
DrugBank Ligand DB15040
GtoPdb PubChem SID 405560454
PubChem CID 54726193
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