ethyl 2-(2-chloro-4-fluoro-5-(1-hydroxy-3-oxo-1H-isoindol-2(3H,3aH,4H,5H,6H,7H,7aH)-yl)phenoxy)acetate

ID: ALA2252343

Chembl Id: CHEMBL2252343

PubChem CID: 76333632

Max Phase: Preclinical

Molecular Formula: C18H21ClFNO5

Molecular Weight: 385.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)COc1cc(N2C(=O)C3CCCCC3C2O)c(F)cc1Cl

Standard InChI:  InChI=1S/C18H21ClFNO5/c1-2-25-16(22)9-26-15-8-14(13(20)7-12(15)19)21-17(23)10-5-3-4-6-11(10)18(21)24/h7-8,10-11,17,23H,2-6,9H2,1H3

Standard InChI Key:  ZZZSTYODQFTTEL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2252343

   ethyl 2-[2-chloro-4-fluoro-5-(1-hydroxy-3-oxo-3a,4,5,6,7,7a-hexahydro-1H-isoindol-2-yl)phenoxy]acetate

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: 385.82

Molecular Weight (Monoisotopic): 385.1092

AlogP: 2.89

#Rotatable Bonds: 5

Polar Surface Area: 76.07

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.02

CX Basic pKa:

CX LogP: 2.73

CX LogD: 2.73

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: -0.62

References

1. Zhang L, Tan Y, Wang NX, Wu QY, Xi Z, Yang GF..  (2010)  Design, syntheses and 3D-QSAR studies of novel N-phenyl pyrrolidin-2-ones and N-phenyl-1H-pyrrol-2-ones as protoporphyrinogen oxidase inhibitors.,  18  (22): [PMID:20934343] [10.1016/j.bmc.2010.09.036]

Source

Source(1):

• Scientific Literature