(R)-1-[[2,5-Dihydroxy-4-[2-[(R)-2-carboxy-pyrrolidin-1-yl]-2-oxo-ethyl]-phenyl]-acetyl]-pyrrolidine-2-carboxylic acid

ID: ALA3920357

Chembl Id: CHEMBL3920357

PubChem CID: 53929300

Max Phase: Preclinical

Molecular Formula: C20H24N2O8

Molecular Weight: 420.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H]1CCCN1C(=O)Cc1cc(O)c(CC(=O)N2CCC[C@@H]2C(=O)O)cc1O

Standard InChI:  InChI=1S/C20H24N2O8/c23-15-8-12(10-18(26)22-6-2-4-14(22)20(29)30)16(24)7-11(15)9-17(25)21-5-1-3-13(21)19(27)28/h7-8,13-14,23-24H,1-6,9-10H2,(H,27,28)(H,29,30)/t13-,14-/m1/s1

Standard InChI Key:  IPZWCXLEFSLPJI-ZIAGYGMSSA-N

Alternative Forms

1. Parent:

   

   ALA3920357

   (2R)-1-[2-[4-[2-[(2R)-2-carboxypyrrolidin-1-yl]-2-oxoethyl]-2,5-dihydroxyphenyl]acetyl]pyrrolidine-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: 420.42

Molecular Weight (Monoisotopic): 420.1533

AlogP: 0.33

#Rotatable Bonds: 6

Polar Surface Area: 155.68

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.00

CX Basic pKa: ┄

CX LogP: 0.11

CX LogD: -6.74

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.48

Np Likeness Score: 0.01

References

1.  (2006)  Compounds inhibiting the binding of sap for treating osteoarthritis, 

Source

Source(1):

• Patent Bioactivity Data