(1S,4R)-3-(4-Ethoxycarbonyl-phenylcarbamoyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

ID: ALA425851

Chembl Id: CHEMBL425851

PubChem CID: 44386674

Max Phase: Preclinical

Molecular Formula: C17H19NO6

Molecular Weight: 333.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccc(NC(=O)C2C(C(=O)O)[C@@H]3CC[C@H]2O3)cc1

Standard InChI:  InChI=1S/C17H19NO6/c1-2-23-17(22)9-3-5-10(6-4-9)18-15(19)13-11-7-8-12(24-11)14(13)16(20)21/h3-6,11-14H,2,7-8H2,1H3,(H,18,19)(H,20,21)/t11-,12+,13?,14?/m1/s1

Standard InChI Key:  ANSRIYMZFWTOQT-KBHBFKLGSA-N

Alternative Forms

1. Parent:

   

   ALA425851

   (1S,4R)-3-(4-Ethoxycarbonyl-phenylcarbamoyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic 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: 333.34

Molecular Weight (Monoisotopic): 333.1212

AlogP: 1.68

#Rotatable Bonds: 5

Polar Surface Area: 101.93

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.75

CX Basic pKa: ┄

CX LogP: 1.61

CX LogD: -1.68

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: -0.41

References

1. Hart ME, Chamberlin AR, Walkom C, Sakoff JA, McCluskey A..  (2004)  Modified norcantharidins; synthesis, protein phosphatases 1 and 2A inhibition, and anticancer activity.,  14  (8): [PMID:15050639] [10.1016/j.bmcl.2004.01.093]

Source

Source(1):

• Scientific Literature