(S)-1-(4-Methoxybenzyl)-5-(2-(fluoromethyl)pyrrolidin-1-ylsulfonyl)1H-indole-2,3-dione

ID: ALA3133259

PubChem CID: 76314805

Max Phase: Preclinical

Molecular Formula: C21H21FN2O5S

Molecular Weight: 432.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CN2C(=O)C(=O)c3cc(S(=O)(=O)N4CCC[C@H]4CF)ccc32)cc1

Standard InChI:  InChI=1S/C21H21FN2O5S/c1-29-16-6-4-14(5-7-16)13-23-19-9-8-17(11-18(19)20(25)21(23)26)30(27,28)24-10-2-3-15(24)12-22/h4-9,11,15H,2-3,10,12-13H2,1H3/t15-/m0/s1

Standard InChI Key:  DKRXATGOSDBMOO-HNNXBMFYSA-N

Molfile:  

     RDKit          2D

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    5.2411  -27.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8187  -27.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2212  -28.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504  -28.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690  -27.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1930  -26.9815    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997  -29.3494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9748  -29.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 10 20  1  0
 19 21  1  6
 20 22  1  0
 22 23  2  0
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 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3133259

   5-[(2S)-2-(fluoromethyl)pyrrolidin-1-yl]sulfonyl-1-[(4-methoxyphenyl)methyl]indole-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: 432.47

Molecular Weight (Monoisotopic): 432.1155

AlogP: 2.55

#Rotatable Bonds: 6

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: 2.10

CX LogD: 2.10

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: -1.27

References

1. Krause-Heuer AM, Howell NR, Matesic L, Dhand G, Young EL, Burgess L, Jiang CD, Lengkeek NA, Fookes CJR, Pham TQ, Sobrio F, Greguric I, Fraser BH.  (2013)  A new class of fluorinated 5-pyrrolidinylsulfonyl isatin caspase inhibitors for PET imaging of apoptosis,  4  (2): [10.1039/C2MD20249B]

Source

Source(1):

• Scientific Literature