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Golcadomide

CAT: 0127-BUP09322-02Size: 10 mgDry Ice: NoHazardous: No
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CAS Number
2379572-34-4
Synonyms
CC-99282, CC 99282, CC99282
Purity
=98%
Smiles
N(CC1=C(F)C=C(CN2CC(C2)N3CCOCC3)C=C1)C4=C5C(C(=O)N(C5=O)[C@@H]6C(=O)NC(=O)CC6)=CC=C4

Chemical Information

Golcadomide

Golcadomide is a modulator of the E3 ubiquitin ligase complex containing cereblon (CRL4-CRBN E3 ubiquitin ligase), with potential immunomodulating and antineoplastic activities. Upon administration, golcadomide specifically binds to cereblon (CRBN), thereby affecting the ubiquitin E3 ligase activity, and targeting certain substrate proteins for ubiquitination. This induces proteasome-mediated degradation of certain transcription factors, some of which are transcriptional repressors in T-cells. This leads to modulation of the immune system, including activation of T-lymphocytes, and downregulation of the activity of other proteins, some of which play key roles in the proliferation of certain cancer cell types. CRBN, the substrate recognition component of the CRL4-CRBN E3 ubiquitin ligase complex, plays a key role in the ubiquitination of certain proteins.

CAS Number2379572-34-4
PubChem CID146195299
IUPAC Name2-[(3S)-2,6-dioxopiperidin-3-yl]-4-[[2-fluoro-4-[(3-morpholin-4-ylazetidin-1-yl)methyl]phenyl]methylamino]isoindole-1,3-dione
Molecular FormulaC28H30FN5O5
Molecular Weight535.6
XLogP1.6
Topological Polar Surface Area111
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Heavy Atom Count39
Formal Charge0
Complexity970
SMILES
C1CC(=O)NC(=O)[C@H]1N2C(=O)C3=C(C2=O)C(=CC=C3)NCC4=C(C=C(C=C4)CN5CC(C5)N6CCOCC6)F
InChI
InChI=1S/C28H30FN5O5/c29-21-12-17(14-32-15-19(16-32)33-8-10-39-11-9-33)4-5-18(21)13-30-22-3-1-2-20-25(22)28(38)34(27(20)37)23-6-7-24(35)31-26(23)36/h1-5,12,19,23,30H,6-11,13-16H2,(H,31,35,36)/t23-/m0/s1
InChIKey
NZYDBVQXOGPDDU-QHCPKHFHSA-N
Chemical Structure
2D Structure
2D structure of Golcadomide
CAS: 2379572-34-4
CID: 146195299
Formula: C28H30FN5O5
MW: 535.6
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight535.6
XLogP31.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass535.22309724
Monoisotopic Mass535.22309724
Topological Polar Surface Area111 Ų
Heavy Atom Count39
Formal Charge0
Complexity970
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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