(3S,4R)-6-Chloro-2-[6-(4-chloro-benzenesulfonyl)-3-hydroxy-2,2-dimethyl-chroman-4-yl]-benzo[d]isoxazol-3-one

ID: ALA523142

PubChem CID: 44564465

Max Phase: Preclinical

Molecular Formula: C24H19Cl2NO6S

Molecular Weight: 520.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Oc2ccc(S(=O)(=O)c3ccc(Cl)cc3)cc2[C@@H](n2oc3cc(Cl)ccc3c2=O)[C@@H]1O

Standard InChI:  InChI=1S/C24H19Cl2NO6S/c1-24(2)22(28)21(27-23(29)17-9-5-14(26)11-20(17)33-27)18-12-16(8-10-19(18)32-24)34(30,31)15-6-3-13(25)4-7-15/h3-12,21-22,28H,1-2H3/t21-,22+/m1/s1

Standard InChI Key:  OXOGFODEQCWLLO-YADHBBJMSA-N

Molfile:  

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   -5.0261   -0.8258    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA523142

   (3S,4R)-6-Chloro-2-[6-(4-chloro-benzenesulfonyl)-3-hydroxy-2,2-dimethyl-chroman-4-yl]-benzo[d]isoxazol-3-one

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: 520.39

Molecular Weight (Monoisotopic): 519.0310

AlogP: 4.86

#Rotatable Bonds: 3

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.16

CX Basic pKa: ┄

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.41

Np Likeness Score: -0.17

References

1. Zhang X, Qiu Y, Li X, Bhattacharjee S, Woods M, Kraft P, Lundeen SG, Sui Z..  (2009)  Discovery and structure-activity relationships of a novel series of benzopyran-based K(ATP) openers for urge urinary incontinence.,  17  (2): [PMID:19101153] [10.1016/j.bmc.2008.11.055]

Source

Source(1):

• Scientific Literature