(S)-N-Butyl-5-{1-[2-(2,2,2-trifluoroethoxymethyl)-pyrrolidinyl]sulfonyl}isatin

ID: ALA2348860

PubChem CID: 71583193

Max Phase: Preclinical

Molecular Formula: C19H23F3N2O5S

Molecular Weight: 448.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN1C(=O)C(=O)c2cc(S(=O)(=O)N3CCC[C@H]3COCC(F)(F)F)ccc21

Standard InChI:  InChI=1S/C19H23F3N2O5S/c1-2-3-8-23-16-7-6-14(10-15(16)17(25)18(23)26)30(27,28)24-9-4-5-13(24)11-29-12-19(20,21)22/h6-7,10,13H,2-5,8-9,11-12H2,1H3/t13-/m0/s1

Standard InChI Key:  AJJFEZDYZOETDJ-ZDUSSCGKSA-N

Molfile:  

     RDKit          2D

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   12.4684  -15.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7574  -15.4174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.0397  -16.6374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0100  -16.7826    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.4251  -16.8140    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7208  -17.2064    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:

   

   ALA2348860

   1-butyl-5-[(2S)-2-(2,2,2-trifluoroethoxymethyl)pyrrolidin-1-yl]sulfonylindole-2,3-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 448.46

Molecular Weight (Monoisotopic): 448.1280

AlogP: 2.75

#Rotatable Bonds: 8

Polar Surface Area: 83.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -1.40

References

1. Limpachayaporn P, Schäfers M, Schober O, Kopka K, Haufe G..  (2013)  Synthesis of new fluorinated, 2-substituted 5-pyrrolidinylsulfonyl isatin derivatives as caspase-3 and caspase-7 inhibitors: nonradioactive counterparts of putative PET-compatible apoptosis imaging agents.,  21  (7): [PMID:23411396] [10.1016/j.bmc.2013.01.011]

Source

Source(1):

• Scientific Literature