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

ID: ALA491281

PubChem CID: 44564464

Max Phase: Preclinical

Molecular Formula: C25H22ClNO7S

Molecular Weight: 515.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)c2ccc3c(c2)[C@@H](n2oc4cc(Cl)ccc4c2=O)[C@H](O)C(C)(C)O3)cc1

Standard InChI:  InChI=1S/C25H22ClNO7S/c1-25(2)23(28)22(27-24(29)18-10-4-14(26)12-21(18)34-27)19-13-17(9-11-20(19)33-25)35(30,31)16-7-5-15(32-3)6-8-16/h4-13,22-23,28H,1-3H3/t22-,23+/m1/s1

Standard InChI Key:  MUWPSWHMNVWJOX-PKTZIBPZSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA491281

   6-chloro-2-[(3S,4R)-3-hydroxy-6-(4-methoxyphenyl)sulfonyl-2,2-dimethyl-3,4-dihydrochromen-4-yl]-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: 515.97

Molecular Weight (Monoisotopic): 515.0806

AlogP: 4.21

#Rotatable Bonds: 4

Polar Surface Area: 107.97

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.16

CX Basic pKa: ┄

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: -0.16

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