(R)-2-tert-Butoxycarbonylamino-3-((1R,2R)-4-oxo-2-phenoxycarbonyl-amino-cyclopentyl-sulfanyl)-propionic acid methyl ester

ID: ALA3911355

Chembl Id: CHEMBL3911355

PubChem CID: 69502559

Max Phase: Preclinical

Molecular Formula: C21H28N2O7S

Molecular Weight: 452.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](CS[C@@H]1CC(=O)C[C@H]1NC(=O)Oc1ccccc1)NC(=O)OC(C)(C)C

Standard InChI:  InChI=1S/C21H28N2O7S/c1-21(2,3)30-20(27)23-16(18(25)28-4)12-31-17-11-13(24)10-15(17)22-19(26)29-14-8-6-5-7-9-14/h5-9,15-17H,10-12H2,1-4H3,(H,22,26)(H,23,27)/t15-,16+,17-/m1/s1

Standard InChI Key:  GKCMQLGRIICMGX-IXDOHACOSA-N

Alternative Forms

1. Parent:

   

   ALA3911355

   methyl (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[(1R,2R)-4-oxo-2-(phenoxycarbonylamino)cyclopentyl]sulfanylpropanoate

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: 452.53

Molecular Weight (Monoisotopic): 452.1617

AlogP: 2.67

#Rotatable Bonds: 7

Polar Surface Area: 120.03

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.89

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -0.17

References

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

Source

Source(1):

• Patent Bioactivity Data