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

ID: ALA174701

Chembl Id: CHEMBL174701

PubChem CID: 44386950

Max Phase: Preclinical

Molecular Formula: C15H14ClNO4

Molecular Weight: 307.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1C(C(=O)Nc2ccc(Cl)cc2)[C@H]2C=C[C@@H]1O2

Standard InChI:  InChI=1S/C15H14ClNO4/c1-20-15(19)13-11-7-6-10(21-11)12(13)14(18)17-9-4-2-8(16)3-5-9/h2-7,10-13H,1H3,(H,17,18)/t10-,11+,12?,13?/m1/s1

Standard InChI Key:  XIWDKKMLXLWQMI-IALDZJHCSA-N

Alternative Forms

1. Parent:

   

   ALA174701

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

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: 307.73

Molecular Weight (Monoisotopic): 307.0611

AlogP: 2.02

#Rotatable Bonds: 3

Polar Surface Area: 64.63

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.40

CX Basic pKa: ┄

CX LogP: 1.95

CX LogD: 1.95

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -0.67

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