(S)-2-hydroxy-2-(((S,E)-4-(hydroxy((1R,2R,4aS,8aR)-2-methyl-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methylene)-1-methyl-3,5-dioxopyrrolidin-2-yl)methyl)-3-methylbutanoic acid

ID: ALA1097925

Chembl Id: CHEMBL1097925

Max Phase: Preclinical

Molecular Formula: C23H33NO6

Molecular Weight: 419.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@](O)(C[C@H]1C(=O)/C(=C(\O)[C@H]2[C@@H]3CCCC[C@H]3C=C[C@H]2C)C(=O)N1C)C(=O)O

Standard InChI:  InChI=1S/C23H33NO6/c1-12(2)23(30,22(28)29)11-16-19(25)18(21(27)24(16)4)20(26)17-13(3)9-10-14-7-5-6-8-15(14)17/h9-10,12-17,26,30H,5-8,11H2,1-4H3,(H,28,29)/b20-18+/t13-,14+,15-,16+,17-,23+/m1/s1

Standard InChI Key:  DIFKWHRMEGFLSD-DBEUHZBBSA-N

Alternative Forms

1. Parent:

   

   ALA1097925

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 419.52

Molecular Weight (Monoisotopic): 419.2308

AlogP: 2.70

#Rotatable Bonds: 5

Polar Surface Area: 115.14

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.52

CX Basic pKa: ┄

CX LogP: 2.55

CX LogD: -3.35

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.27

Np Likeness Score: 1.80

References

1. Izumikawa M, Hashimoto J, Hirokawa T, Sugimoto S, Kato T, Takagi M, Shin-Ya K..  (2010)  JBIR-22, an inhibitor for protein-protein interaction of the homodimer of proteasome assembly factor 3.,  73  (4): [PMID:20180542] [10.1021/np900788e]

Source

Source(1):

• Scientific Literature