(3R)-1-(1-(3,4-difluorobenzyl)-3-oxo-1,3-dihydroisobenzofuran-5-yl)pyrrolidine-3-carboxylic acid

ID: ALA5178479

PubChem CID: 168274204

Max Phase: Preclinical

Molecular Formula: C20H17F2NO4

Molecular Weight: 373.36

Names and Identifiers

Canonical SMILES:  O=C1OC(Cc2ccc(F)c(F)c2)c2ccc(N3CC[C@@H](C(=O)O)C3)cc21

Standard InChI:  InChI=1S/C20H17F2NO4/c21-16-4-1-11(7-17(16)22)8-18-14-3-2-13(9-15(14)20(26)27-18)23-6-5-12(10-23)19(24)25/h1-4,7,9,12,18H,5-6,8,10H2,(H,24,25)/t12-,18?/m1/s1

Standard InChI Key:  OIKRFVLTXKLVOW-GKOGFXNCSA-N

Molfile:  

 
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    4.5112    1.3645    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9000   -1.5988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -2.4193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7932   -2.5908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2058   -1.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0263   -1.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5112   -2.4575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3619   -1.0364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6537   -1.2632    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:

   

   ALA5178479

   ---

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: 373.36

Molecular Weight (Monoisotopic): 373.1126

AlogP: 3.33

#Rotatable Bonds: 4

Polar Surface Area: 66.84

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.83

CX Basic pKa: 2.34

CX LogP: 3.55

CX LogD: 0.49

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.83

Np Likeness Score: -0.60

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