US9120808, Example 58

ID: ALA4114749

Chembl Id: CHEMBL4114749

PubChem CID: 70663127

Max Phase: Preclinical

Molecular Formula: C34H32N2O8

Molecular Weight: 596.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)/C(C/C=C/CN(Cc1ccccc1)C(=O)OCc1ccccc1)=C1/O[C@@H]2CC(=O)N2C1C(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C34H32N2O8/c37-28-20-29-36(28)30(33(40)42-22-25-14-6-2-7-15-25)31(44-29)27(32(38)39)18-10-11-19-35(21-24-12-4-1-5-13-24)34(41)43-23-26-16-8-3-9-17-26/h1-17,29-30H,18-23H2,(H,38,39)/b11-10+,31-27+/t29-,30?/m1/s1

Standard InChI Key:  HXKNILWLBVUKER-PGNJWVLTSA-N

Alternative Forms

1. Parent:

   

   ALA4114749

   (E,2E)-6-[benzyl(phenylmethoxycarbonyl)amino]-2-[(5R)-7-oxo-2-phenylmethoxycarbonyl-4-oxa-1-azabicyclo[3.2.0]heptan-3-ylidene]hex-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: 596.64

Molecular Weight (Monoisotopic): 596.2159

AlogP: 4.81

#Rotatable Bonds: 12

Polar Surface Area: 122.68

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.99

CX Basic pKa: ┄

CX LogP: 4.76

CX LogD: 1.60

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.14

Np Likeness Score: 0.18

References

1.  (2015)  Substituted clavulanic acid, 

Source

Source(1):

• BindingDB Database