2,4-Dimethylphenyl-4-(2-Oxo-3-propylimidazolidin-1-yl)benzenesulfonate

ID: ALA4098110

PubChem CID: 89251679

Max Phase: Preclinical

Molecular Formula: C20H24N2O4S

Molecular Weight: 388.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN1CCN(c2ccc(S(=O)(=O)Oc3ccc(C)cc3C)cc2)C1=O

Standard InChI:  InChI=1S/C20H24N2O4S/c1-4-11-21-12-13-22(20(21)23)17-6-8-18(9-7-17)27(24,25)26-19-10-5-15(2)14-16(19)3/h5-10,14H,4,11-13H2,1-3H3

Standard InChI Key:  OOVSCZBSVGQNJE-UHFFFAOYSA-N

Molfile:  

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    8.9642   -5.5115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4371   -6.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4359   -7.4602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1440   -7.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4370   -8.1454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8451   -8.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6445   -8.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8141   -6.7393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6244   -8.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1435   -8.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3309   -8.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6552   -7.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1414   -5.0736    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:

   

   ALA4098110

   (2,4-Dimethylphenyl) 4-(2-oxo-3-propylimidazolidin-1-yl)benzenesulfonate

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: 388.49

Molecular Weight (Monoisotopic): 388.1457

AlogP: 3.72

#Rotatable Bonds: 6

Polar Surface Area: 66.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -1.48

References

1. Fortin S, Charest-Morin X, Turcotte V, Lauvaux C, Lacroix J, Côté MF, Gobeil S, C-Gaudreault R..  (2017)  Activation of Phenyl 4-(2-Oxo-3-alkylimidazolidin-1-yl)benzenesulfonates Prodrugs by CYP1A1 as New Antimitotics Targeting Breast Cancer Cells.,  60  (12): [PMID:28535350] [10.1021/acs.jmedchem.7b00343]

Source

Source(1):

• Scientific Literature