(2R)-3-((1R,2R)-(E)-3-Benzylidene-2-tert-butoxycarbonylamino-4-oxocyclopentylsulfanyl)-2-tert-butoxycarbonylaminopropionic acid

ID: ALA3897569

Chembl Id: CHEMBL3897569

PubChem CID: 69502551

Max Phase: Preclinical

Molecular Formula: C25H34N2O7S

Molecular Weight: 506.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N[C@@H](CS[C@@H]1CC(=O)/C(=C/c2ccccc2)[C@H]1NC(=O)OC(C)(C)C)C(=O)O

Standard InChI:  InChI=1S/C25H34N2O7S/c1-24(2,3)33-22(31)26-17(21(29)30)14-35-19-13-18(28)16(12-15-10-8-7-9-11-15)20(19)27-23(32)34-25(4,5)6/h7-12,17,19-20H,13-14H2,1-6H3,(H,26,31)(H,27,32)(H,29,30)/b16-12-/t17-,19+,20+/m0/s1

Standard InChI Key:  AUMMRUAJFORWJE-XAYZDUKSSA-N

Alternative Forms

1. Parent:

   

   ALA3897569

   (2R)-3-[(1R,2R,3E)-3-benzylidene-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxocyclopentyl]sulfanyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic 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: 506.62

Molecular Weight (Monoisotopic): 506.2087

AlogP: 4.02

#Rotatable Bonds: 7

Polar Surface Area: 131.03

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.52

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 0.55

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.47

Np Likeness Score: 0.10

References

1.  (2004)  Cyclopentanone and cyclopentanone derivatives as potent activators of HSF-1, 

Source

Source(1):

• Patent Bioactivity Data