N-((3R)-1-(1-(3,4-difluorobenzyl)-3-oxo-1,3-dihydroisobenzofuran-5-yl)pyrrolidin-3-yl)acetamide

ID: ALA5206103

PubChem CID: 168294566

Max Phase: Preclinical

Molecular Formula: C21H20F2N2O3

Molecular Weight: 386.40

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H]1CCN(c2ccc3c(c2)C(=O)OC3Cc2ccc(F)c(F)c2)C1

Standard InChI:  InChI=1S/C21H20F2N2O3/c1-12(26)24-14-6-7-25(11-14)15-3-4-16-17(10-15)21(27)28-20(16)9-13-2-5-18(22)19(23)8-13/h2-5,8,10,14,20H,6-7,9,11H2,1H3,(H,24,26)/t14-,20?/m1/s1

Standard InChI Key:  WKQWXLIWWUHHIJ-QMRFKDRMSA-N

Molfile:  

 
     RDKit          2D

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   -0.7751   -0.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4896   -1.2884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2433   -0.9528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7953   -1.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6158   -1.4797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1007   -2.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7652   -2.9008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4383   -1.1309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6933   -1.9155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9232   -0.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6933    0.9885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5003    1.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0523    0.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8593    0.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1142    1.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9212    1.6747    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5621    2.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8171    2.9008    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552    1.9447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6537   -0.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0607    0.3615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 27 28  1  0
 28  1  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5206103

   ---

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: 386.40

Molecular Weight (Monoisotopic): 386.1442

AlogP: 3.13

#Rotatable Bonds: 4

Polar Surface Area: 58.64

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.97

CX Basic pKa: 2.37

CX LogP: 2.96

CX LogD: 2.96

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.82

Np Likeness Score: -0.77

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