(3S,4R)-6-Chloro-2-[3-hydroxy-2,2-dimethyl-6-(piperidine-1-sulfonyl)-chroman-4-yl]-benzo[d] isoxazol-3-one

ID: ALA523312

PubChem CID: 44564422

Max Phase: Preclinical

Molecular Formula: C23H25ClN2O6S

Molecular Weight: 492.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Oc2ccc(S(=O)(=O)N3CCCCC3)cc2[C@@H](n2oc3cc(Cl)ccc3c2=O)[C@@H]1O

Standard InChI:  InChI=1S/C23H25ClN2O6S/c1-23(2)21(27)20(26-22(28)16-8-6-14(24)12-19(16)32-26)17-13-15(7-9-18(17)31-23)33(29,30)25-10-4-3-5-11-25/h6-9,12-13,20-21,27H,3-5,10-11H2,1-2H3/t20-,21+/m1/s1

Standard InChI Key:  FZWMAJYKWJFEHI-RTWAWAEBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA523312

   (3S,4R)-6-Chloro-2-[3-hydroxy-2,2-dimethyl-6-(piperidine-1-sulfonyl)-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: 492.98

Molecular Weight (Monoisotopic): 492.1122

AlogP: 3.54

#Rotatable Bonds: 3

Polar Surface Area: 101.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.16

CX Basic pKa: ┄

CX LogP: 3.14

CX LogD: 3.14

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.60

Np Likeness Score: -0.48

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