TX2-121-1   

GtoPdb Ligand ID: 9242

Synonyms: conjugate 2e [PMID: 26094118]
Compound class: Synthetic organic
Comment: TX2-121-1 is a functional analogue of TX1-85-1 [1]. It acts to inhibit HER3-dependent signalling and growth, likely due to the effect of the conjugated hydrophobic adamantine group which is believed to target HER3 for proteasome-mediated degradation. Targeted degradation reduces the amount of HER3 available to form the HER3 heterodimers believed to be required for cellular activity.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 9
Hydrogen bond donors 3
Rotatable bonds 15
Topological polar surface area 140.29
Molecular weight 716.42
XLogP 8.66
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Canonical SMILES C=CC(=O)Nc1cc(ccc1Oc1ccccc1)c1nn(c2c1c(N)ncn2)C1CCN(CC1)CCNC(=O)C(CCC12CC3CC(C2)CC(C1)C3)C
Isomeric SMILES C=CC(=O)Nc1cc(ccc1Oc1ccccc1)c1nn(c2c1c(N)ncn2)C1CCN(CC1)CCNC(=O)[C@@H](CCC12CC3CC(C2)CC(C1)C3)C
InChI InChI=1S/C42H52N8O3/c1-3-36(51)47-34-22-31(9-10-35(34)53-33-7-5-4-6-8-33)38-37-39(43)45-26-46-40(37)50(48-38)32-12-16-49(17-13-32)18-15-44-41(52)27(2)11-14-42-23-28-19-29(24-42)21-30(20-28)25-42/h3-10,22,26-30,32H,1,11-21,23-25H2,2H3,(H,44,52)(H,47,51)(H2,43,45,46)/t27-,28?,29?,30?,42?/m1/s1
InChI Key GKJWHLDKQULMHJ-PZMWFESPSA-N
Classification
Compound class Synthetic organic
IUPAC Name
(2R)-4-(1-adamantyl)-N-[2-[4-[4-amino-3-[4-phenoxy-3-(prop-2-enoylamino)phenyl]pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]ethyl]-2-methylbutanamide
Synonyms
conjugate 2e [PMID: 26094118]
Database Links
GtoPdb PubChem SID 315661317
PubChem CID 78243759
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