(3S,4R)-4-(5-Chloro-benzo[d]isoxazol-3-ylamino)-6-(3-fluoro-benzenesulfonyl)-2,2-dimethyl-chroman-3-ol

ID: ALA473749

PubChem CID: 44564323

Max Phase: Preclinical

Molecular Formula: C24H20ClFN2O5S

Molecular Weight: 502.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Oc2ccc(S(=O)(=O)c3cccc(F)c3)cc2[C@@H](Nc2noc3ccc(Cl)cc23)[C@@H]1O

Standard InChI:  InChI=1S/C24H20ClFN2O5S/c1-24(2)22(29)21(27-23-18-10-13(25)6-8-20(18)33-28-23)17-12-16(7-9-19(17)32-24)34(30,31)15-5-3-4-14(26)11-15/h3-12,21-22,29H,1-2H3,(H,27,28)/t21-,22+/m1/s1

Standard InChI Key:  FFFFDRTWHXOYSL-YADHBBJMSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA473749

   (3S,4R)-4-(5-Chloro-benzo[d]isoxazol-3-ylamino)-6-(3-fluoro-benzenesulfonyl)-2,2-dimethyl-chroman-3-ol

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: 502.95

Molecular Weight (Monoisotopic): 502.0765

AlogP: 5.14

#Rotatable Bonds: 4

Polar Surface Area: 101.66

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.88

CX Basic pKa: 0.64

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: -0.74

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