4-((4-((((2,6-Dioxopiperidin-3-yl)carbamoyl)oxy)methyl)benzyl)-amino)-4-oxobutanoic Acid

ID: ALA4442722

Chembl Id: CHEMBL4442722

PubChem CID: 155516030

Max Phase: Preclinical

Molecular Formula: C18H21N3O7

Molecular Weight: 391.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCC(=O)NCc1ccc(COC(=O)NC2CCC(=O)NC2=O)cc1

Standard InChI:  InChI=1S/C18H21N3O7/c22-14(7-8-16(24)25)19-9-11-1-3-12(4-2-11)10-28-18(27)20-13-5-6-15(23)21-17(13)26/h1-4,13H,5-10H2,(H,19,22)(H,20,27)(H,24,25)(H,21,23,26)

Standard InChI Key:  IYOYSSFBNZPDGU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4442722

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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: 391.38

Molecular Weight (Monoisotopic): 391.1380

AlogP: 0.20

#Rotatable Bonds: 8

Polar Surface Area: 150.90

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.30

CX Basic pKa: ┄

CX LogP: -0.59

CX LogD: -3.55

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -0.41

References

1. Heim C, Pliatsika D, Mousavizadeh F, Bär K, Hernandez Alvarez B, Giannis A, Hartmann MD..  (2019)  De-Novo Design of Cereblon (CRBN) Effectors Guided by Natural Hydrolysis Products of Thalidomide Derivatives.,  62  (14): [PMID:31251063] [10.1021/acs.jmedchem.9b00454]

Source

Source(1):

• Scientific Literature