(1S,4R)-3-(3-Methoxycarbonyl-phenylcarbamoyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid

ID: ALA175576

Chembl Id: CHEMBL175576

PubChem CID: 44386511

Max Phase: Preclinical

Molecular Formula: C16H15NO6

Molecular Weight: 317.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1cccc(NC(=O)C2C(C(=O)O)[C@@H]3C=C[C@H]2O3)c1

Standard InChI:  InChI=1S/C16H15NO6/c1-22-16(21)8-3-2-4-9(7-8)17-14(18)12-10-5-6-11(23-10)13(12)15(19)20/h2-7,10-13H,1H3,(H,17,18)(H,19,20)/t10-,11+,12?,13?/m1/s1

Standard InChI Key:  VVTPMAWXBQQILM-IALDZJHCSA-N

Alternative Forms

1. Parent:

   

   ALA175576

   (1S,4R)-3-(3-Methoxycarbonyl-phenylcarbamoyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-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: 317.30

Molecular Weight (Monoisotopic): 317.0899

AlogP: 1.07

#Rotatable Bonds: 4

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: 3.53

CX Basic pKa: ┄

CX LogP: 1.20

CX LogD: -2.16

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.64

Np Likeness Score: -0.57

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