(3R)-1-(3-Oxo-1-(4-(trifluoromethyl)benzyl)-1,3-dihydroisobenzofuran-5-yl)pyrrolidine-3-carboxylic acid

ID: ALA5195248

PubChem CID: 168285076

Max Phase: Preclinical

Molecular Formula: C21H18F3NO4

Molecular Weight: 405.37

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H18F3NO4/c22-21(23,24)14-3-1-12(2-4-14)9-18-16-6-5-15(10-17(16)20(28)29-18)25-8-7-13(11-25)19(26)27/h1-6,10,13,18H,7-9,11H2,(H,26,27)/t13-,18?/m1/s1

Standard InChI Key:  WYDHKYQTNYLZAN-YJJYDOSJSA-N

Molfile:  

 
     RDKit          2D

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   -2.3034   -1.3779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3896   -2.1984    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:

   

   ALA5195248

   ---

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: 405.37

Molecular Weight (Monoisotopic): 405.1188

AlogP: 4.07

#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: 4.14

CX LogD: 1.08

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.78

Np Likeness Score: -0.38

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