US9120808, Example 37

ID: ALA4114694

Chembl Id: CHEMBL4114694

PubChem CID: 68206079

Max Phase: Preclinical

Molecular Formula: C23H25NO8

Molecular Weight: 443.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)C(=O)OCOC(=O)C1/C(=C(/C/C=C/c2ccccc2)C(=O)O)O[C@@H]2CC(=O)N12

Standard InChI:  InChI=1S/C23H25NO8/c1-23(2,3)22(29)31-13-30-21(28)18-19(32-17-12-16(25)24(17)18)15(20(26)27)11-7-10-14-8-5-4-6-9-14/h4-10,17-18H,11-13H2,1-3H3,(H,26,27)/b10-7+,19-15+/t17-,18?/m1/s1

Standard InChI Key:  ZXZLCZGIXSRHMF-NWNAKHCPSA-N

Alternative Forms

1. Parent:

   

   ALA4114694

   (E,2E)-2-[(5R)-2-(2,2-dimethylpropanoyloxymethoxycarbonyl)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptan-3-ylidene]-5-phenylpent-4-enoic acid

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: 443.45

Molecular Weight (Monoisotopic): 443.1580

AlogP: 2.48

#Rotatable Bonds: 7

Polar Surface Area: 119.44

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.03

CX Basic pKa: ┄

CX LogP: 3.19

CX LogD: 0.05

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.30

Np Likeness Score: 0.88

References

1.  (2015)  Substituted clavulanic acid, 

Source

Source(1):

• BindingDB Database