(3S,4R)-2-(6-Benzenesulfonyl-3-hydroxy-2,2-dimethylchroman-4-yl)-5-chloro-4-benzo[d] isoxazol-3-one

ID: ALA514789

PubChem CID: 44564388

Max Phase: Preclinical

Molecular Formula: C24H20ClNO6S

Molecular Weight: 485.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Oc2ccc(S(=O)(=O)c3ccccc3)cc2[C@@H](n2oc3ccc(Cl)cc3c2=O)[C@@H]1O

Standard InChI:  InChI=1S/C24H20ClNO6S/c1-24(2)22(27)21(26-23(28)18-12-14(25)8-10-20(18)32-26)17-13-16(9-11-19(17)31-24)33(29,30)15-6-4-3-5-7-15/h3-13,21-22,27H,1-2H3/t21-,22+/m1/s1

Standard InChI Key:  OFJWJKKXIPNEFE-YADHBBJMSA-N

Molfile:  

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   11.5725   -7.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.9750   -4.8770    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:

   

   ALA514789

   2-[(3S,4R)-6-(benzenesulfonyl)-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl]-5-chloro-1,2-benzoxazol-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: 485.95

Molecular Weight (Monoisotopic): 485.0700

AlogP: 4.20

#Rotatable Bonds: 3

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.16

CX Basic pKa: ┄

CX LogP: 4.19

CX LogD: 4.19

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.47

Np Likeness Score: -0.26

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