Tubulysin D
AlkaPlorer ID: AK036360
Synonym: None
IUPAC Name: (2S,4R)-4-[[2-[(1R,3R)-1-acetyloxy-4-methyl-3-[3-methylbutanoyloxymethyl-[(2S,3S)-3-methyl-2-[[(2R)-1-methylpiperidine-2-carbonyl]amino]pentanoyl]amino]pentyl]-1,3-thiazole-4-carbonyl]amino]-2-methyl-5-phenylpentanoic acid
Structure
SMILES: CC[C@H](C)[C@H](N=C(O)[C@H]1CCCCN1C)C(=O)N(COC(=O)CC(C)C)[C@H](C[C@@H](OC(C)=O)C1=NC(C(O)=N[C@@H](CC2=CC=CC=C2)C[C@H](C)C(=O)O)=CS1)C(C)C
InChI: InChI=1S/C43H65N5O9S/c1-10-28(6)38(46-40(52)34-18-14-15-19-47(34)9)42(53)48(25-56-37(50)20-26(2)3)35(27(4)5)23-36(57-30(8)49)41-45-33(24-58-41)39(51)44-32(21-29(7)43(54)55)22-31-16-12-11-13-17-31/h11-13,16-17,24,26-29,32,34-36,38H,10,14-15,18-23,25H2,1-9H3,(H,44,51)(H,46,52)(H,54,55)/t28-,29-,32+,34+,35+,36+,38-/m0/s1
InChIKey: SAJNCFZAPSBQTQ-HZZFHOQESA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 828.0860000000001
TPSA？: 191.52
MolLogP？: 7.419600000000009
Number of H-Donors: 3
Number of H-Acceptors: 11
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | IC50 | 0.013 | nM | 10.1016/j.bmcl.2010.10.118 |
| Homo sapiens | HCT-116 | IC50 | 0.0031 | nM | 10.1016/j.bmcl.2010.10.118 |
| Homo sapiens | HL-60 | IC50 | 0.0047 | nM | 10.1016/j.bmcl.2010.10.118 |
| Homo sapiens | MCF7 | IC50 | 0.67 | nM | 10.1016/j.bmcl.2010.10.118 |
| Sus scrofa | Tubulin | IC50 | 1700.0 | nM | 10.1016/j.bmcl.2010.10.118 |
| None | NON-PROTEIN TARGET | IC50 | 0.31 | nM | 10.1021/jm701321p |
| None | NON-PROTEIN TARGET | IC50 | 0.31 | nM | 10.1021/jm8013579 |