6-((R)-3-Hydroxypyrrolidin-1-yl)-3-(2-methyl-4-(trifluoromethoxy)benzyl)isobenzofuran-1(3H)-one

ID: ALA5206291

PubChem CID: 168294894

Max Phase: Preclinical

Molecular Formula: C21H20F3NO4

Molecular Weight: 407.39

Names and Identifiers

Canonical SMILES:  Cc1cc(OC(F)(F)F)ccc1CC1OC(=O)c2cc(N3CC[C@@H](O)C3)ccc21

Standard InChI:  InChI=1S/C21H20F3NO4/c1-12-8-16(29-21(22,23)24)4-2-13(12)9-19-17-5-3-14(10-18(17)20(27)28-19)25-7-6-15(26)11-25/h2-5,8,10,15,19,26H,6-7,9,11H2,1H3/t15-,19?/m1/s1

Standard InChI Key:  UJHPRBNEIQZLLA-NYRJJRHWSA-N

Molfile:  

 
     RDKit          2D

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   -2.6733   -1.7702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4269   -1.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9790   -2.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7995   -1.9615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2474    2.7622    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4405    2.5906    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7995    2.1490    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3785    1.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5715    1.4630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29  1  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5206291

   ---

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: 407.39

Molecular Weight (Monoisotopic): 407.1344

AlogP: 3.92

#Rotatable Bonds: 4

Polar Surface Area: 59.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 14.00

CX Basic pKa: 1.12

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.78

Np Likeness Score: -0.29

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