6-((S)-3-Hydroxypyrrolidin-1-yl)-3-(4-(trifluoromethyl)benzyl)isobenzofuran-1(3H)-one

ID: ALA5196515

PubChem CID: 168284389

Max Phase: Preclinical

Molecular Formula: C20H18F3NO3

Molecular Weight: 377.36

Names and Identifiers

Canonical SMILES:  O=C1OC(Cc2ccc(C(F)(F)F)cc2)c2ccc(N3CC[C@H](O)C3)cc21

Standard InChI:  InChI=1S/C20H18F3NO3/c21-20(22,23)13-3-1-12(2-4-13)9-18-16-6-5-14(10-17(16)19(26)27-18)24-8-7-15(25)11-24/h1-6,10,15,18,25H,7-9,11H2/t15-,18?/m0/s1

Standard InChI Key:  UAGVMICYRSNYFK-BUSXIPJBSA-N

Molfile:  

 
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    4.1199    2.3699    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5196515

   ---

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: 377.36

Molecular Weight (Monoisotopic): 377.1239

AlogP: 3.73

#Rotatable Bonds: 3

Polar Surface Area: 49.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.97

CX Basic pKa: 1.12

CX LogP: 3.84

CX LogD: 3.84

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.83

Np Likeness Score: -0.15

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