Methyl (3S)-1-(1-(4-(trifluoromethyl)benzyl)-3-oxo-1,3-dihydroisobenzofuran-5-yl)pyrrolidine-3-carboxylate

ID: ALA5205251

PubChem CID: 168297569

Max Phase: Preclinical

Molecular Formula: C22H20F3NO4

Molecular Weight: 419.40

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H]1CCN(c2ccc3c(c2)C(=O)OC3Cc2ccc(C(F)(F)F)cc2)C1

Standard InChI:  InChI=1S/C22H20F3NO4/c1-29-20(27)14-8-9-26(12-14)16-6-7-17-18(11-16)21(28)30-19(17)10-13-2-4-15(5-3-13)22(23,24)25/h2-7,11,14,19H,8-10,12H2,1H3/t14-,19?/m0/s1

Standard InChI Key:  LTJATBVCYRIZGX-KTQQKIMGSA-N

Molfile:  

 
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    4.1087    1.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9159    2.0675    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.6610    1.2826    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.3639    2.6810    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493    2.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5205251

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 419.40

Molecular Weight (Monoisotopic): 419.1344

AlogP: 4.16

#Rotatable Bonds: 4

Polar Surface Area: 55.84

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.43

CX LogP: 4.52

CX LogD: 4.52

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.70

Np Likeness Score: -0.46

References

1. Liu K, Zhou S, Zhou J, Bo R, Wang X, Xu T, Yuan Y, Xu B..  (2022)  Discovery of 3, 6-disubstituted isobenzofuran-1(3H)-ones as novel inhibitors of monoamine oxidases.,  67  [PMID:35472505] [10.1016/j.bmcl.2022.128748]

Source

Source(1):

• Scientific Literature