2-Adamantan-1-yl-N-[3-(4-{3-[2-(2,6-dioxo-piperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-ylamino]-propoxy}-butoxy)-propyl]-acetamide

ID: ALA4520562

PubChem CID: 155542113

Max Phase: Preclinical

Molecular Formula: C35H48N4O7

Molecular Weight: 636.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CC12CC3CC(CC(C3)C1)C2)NCCCOCCCCOCCCNc1cccc2c1C(=O)N(C1CCC(=O)NC1=O)C2=O

Standard InChI:  InChI=1S/C35H48N4O7/c40-29-9-8-28(32(42)38-29)39-33(43)26-6-3-7-27(31(26)34(39)44)36-10-4-14-45-12-1-2-13-46-15-5-11-37-30(41)22-35-19-23-16-24(20-35)18-25(17-23)21-35/h3,6-7,23-25,28,36H,1-2,4-5,8-22H2,(H,37,41)(H,38,40,42)

Standard InChI Key:  MSLJXDFBVSZRMC-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4520562

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 636.79

Molecular Weight (Monoisotopic): 636.3523

AlogP: 3.82

#Rotatable Bonds: 17

Polar Surface Area: 143.14

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.59

CX Basic pKa: 2.08

CX LogP: 2.30

CX LogD: 2.30

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.17

Np Likeness Score: -0.53

References

1. Steinebach C, Sosič I, Lindner S, Bricelj A, Kohl F, Ng YLD, Monschke M, Wagner KG, Krönke J, Gütschow M..  (2019)  A MedChem toolbox for cereblon-directed PROTACs.,  10  (6): [PMID:31304001] [10.1039/C9MD00185A]

2. 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(1):

• Scientific Literature