(R)-1-[[4-[2-[(R)-2-Carboxy-pyrrolidin-1-yl]-2-oxo-ethyl]-phenyl]-acetyl]-pyrrolidine-2-carboxylic acid

ID: ALA3896331

Chembl Id: CHEMBL3896331

PubChem CID: 54264270

Max Phase: Preclinical

Molecular Formula: C20H24N2O6

Molecular Weight: 388.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H]1CCCN1C(=O)Cc1ccc(CC(=O)N2CCC[C@@H]2C(=O)O)cc1

Standard InChI:  InChI=1S/C20H24N2O6/c23-17(21-9-1-3-15(21)19(25)26)11-13-5-7-14(8-6-13)12-18(24)22-10-2-4-16(22)20(27)28/h5-8,15-16H,1-4,9-12H2,(H,25,26)(H,27,28)/t15-,16-/m1/s1

Standard InChI Key:  RFQSBZVDGWODLX-HZPDHXFCSA-N

Alternative Forms

1. Parent:

   

   ALA3896331

   (2R)-1-[2-[4-[2-[(2R)-2-carboxypyrrolidin-1-yl]-2-oxoethyl]phenyl]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: 388.42

Molecular Weight (Monoisotopic): 388.1634

AlogP: 0.92

#Rotatable Bonds: 6

Polar Surface Area: 115.22

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.53

CX Basic pKa: ┄

CX LogP: 0.72

CX LogD: -5.78

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.75

Np Likeness Score: -0.37

References

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

Source

Source(1):

• Patent Bioactivity Data