(S)-4-(4-(4-(((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-4-yl)oxy)methyl)benzyl)piperazin-1-yl)-3-fluorobenzonitrile

ID: ALA4648616

Cas Number: 2259648-80-9

PubChem CID: 137379043

Product Number: C414305, Order Now?

Max Phase: Phase

Molecular Formula: C32H30FN5O4

Molecular Weight: 567.62

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cc-92480 | Mezigdomide | CC-92480 | CC92480

Canonical SMILES:  N#Cc1ccc(N2CCN(Cc3ccc(COc4cccc5c4CN([C@H]4CCC(=O)NC4=O)C5=O)cc3)CC2)c(F)c1

Standard InChI:  InChI=1S/C32H30FN5O4/c33-26-16-23(17-34)8-9-27(26)37-14-12-36(13-15-37)18-21-4-6-22(7-5-21)20-42-29-3-1-2-24-25(29)19-38(32(24)41)28-10-11-30(39)35-31(28)40/h1-9,16,28H,10-15,18-20H2,(H,35,39,40)/t28-/m0/s1

Standard InChI Key:  YTINZZFBHWSAGL-NDEPHWFRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4648616

   CC-92480

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: Yes

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 567.62

Molecular Weight (Monoisotopic): 567.2282

AlogP: 3.36

#Rotatable Bonds: 7

Polar Surface Area: 105.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.61

CX Basic pKa: 7.18

CX LogP: 3.37

CX LogD: 3.16

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.44

Np Likeness Score: -1.00

References

1. Hansen JD, Correa M, Nagy MA, Alexander M, Plantevin V, Grant V, Whitefield B, Huang D, Kercher T, Harris R, Narla RK, Leisten J, Tang Y, Moghaddam M, Ebinger K, Piccotti J, Havens CG, Cathers B, Carmichael J, Daniel T, Vessey R, Hamann LG, Leftheris K, Mendy D, Baculi F, LeBrun LA, Khambatta G, Lopez-Girona A..  (2020)  Discovery of CRBN E3 Ligase Modulator CC-92480 for the Treatment of Relapsed and Refractory Multiple Myeloma.,  63  (13): [PMID:32130004] [10.1021/acs.jmedchem.9b01928]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

3. Unpublished dataset, 

4. Matyskiela, Mary E ME and 18 more authors.  2018-01-25  A Cereblon Modulator (CC-220) with Improved Degradation of Ikaros and Aiolos.  [PMID:28425720]

Source

Source(3):

• Scientific Literature
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names