2-(4-chloro-2-fluoro-5-(3-fluorobenzyloxy)phenyl)-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one

ID: ALA2252325

Chembl Id: CHEMBL2252325

PubChem CID: 76315474

Max Phase: Preclinical

Molecular Formula: C21H18ClF2NO3

Molecular Weight: 405.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C2=C(CCCC2)C(O)N1c1cc(OCc2cccc(F)c2)c(Cl)cc1F

Standard InChI:  InChI=1S/C21H18ClF2NO3/c22-16-9-17(24)18(10-19(16)28-11-12-4-3-5-13(23)8-12)25-20(26)14-6-1-2-7-15(14)21(25)27/h3-5,8-10,20,26H,1-2,6-7,11H2

Standard InChI Key:  SXTYZJAGZOXQQJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2252325

   2-[4-chloro-2-fluoro-5-[(3-fluorophenyl)methoxy]phenyl]-3-hydroxy-4,5,6,7-tetrahydro-3H-isoindol-1-one

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: 405.83

Molecular Weight (Monoisotopic): 405.0943

AlogP: 4.73

#Rotatable Bonds: 4

Polar Surface Area: 49.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.14

CX Basic pKa:

CX LogP: 4.61

CX LogD: 4.61

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.80

Np Likeness Score: -0.70

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