birinapant   

GtoPdb Ligand ID: 7432

Synonyms: TL 32711 | TL-32711 | TL32711
Compound class: Synthetic organic
Comment: Birinapant is an experimental anti-cancer compound.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 12
Hydrogen bond donors 8
Rotatable bonds 19
Topological polar surface area 194.92
Molecular weight 806.43
XLogP 2.68
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
Canonical SMILES CCC(C(=O)N1CC(CC1Cc1c([nH]c2c1ccc(c2)F)c1[nH]c2c(c1CC1CC(CN1C(=O)C(NC(=O)C(NC)C)CC)O)ccc(c2)F)O)NC(=O)C(NC)C
Isomeric SMILES CC[C@@H](C(=O)N1C[C@H](C[C@H]1Cc1c([nH]c2c1ccc(c2)F)c1[nH]c2c(c1C[C@@H]1C[C@@H](CN1C(=O)[C@@H](NC(=O)[C@@H](NC)C)CC)O)ccc(c2)F)O)NC(=O)[C@@H](NC)C
InChI InChI=1S/C42H56F2N8O6/c1-7-33(49-39(55)21(3)45-5)41(57)51-19-27(53)15-25(51)17-31-29-11-9-23(43)13-35(29)47-37(31)38-32(30-12-10-24(44)14-36(30)48-38)18-26-16-28(54)20-52(26)42(58)34(8-2)50-40(56)22(4)46-6/h9-14,21-22,25-28,33-34,45-48,53-54H,7-8,15-20H2,1-6H3,(H,49,55)(H,50,56)/t21-,22-,25-,26-,27-,28-,33-,34-/m0/s1
InChI Key PKWRMUKBEYJEIX-DXXQBUJASA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2S)-N-[(2S)-1-[(2R,4S)-2-[[6-fluoro-2-[6-fluoro-3-[[(2R,4S)-4-hydroxy-1-[(2S)-2-[[(2S)-2-(methylamino)propanoyl]amino]butanoyl]pyrrolidin-2-yl]methyl]-1H-indol-2-yl]-1H-indol-3-yl]methyl]-4-hydroxypyrrolidin-1-yl]-1-oxobutan-2-yl]-2-(methylamino)propanamide
International Nonproprietary Names
INN number INN
9587 birinapant
Synonyms
TL 32711 | TL-32711 | TL32711
Database Links
CAS Registry No. 1260251-31-7
ChEMBL Ligand CHEMBL3039522
GtoPdb PubChem SID 178104004
PubChem CID 49836020
RCSB PDB Ligand GT6
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