(3S,4R)-4-(5-chloro-3-oxobenzo[d]isoxazol-2(3H)-yl)-3-hydroxy-2,2-dimethylchroman-6-carbonitrile

ID: ALA516207

PubChem CID: 44564350

Max Phase: Preclinical

Molecular Formula: C19H15ClN2O4

Molecular Weight: 370.79

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H15ClN2O4/c1-19(2)17(23)16(12-7-10(9-21)3-5-14(12)25-19)22-18(24)13-8-11(20)4-6-15(13)26-22/h3-8,16-17,23H,1-2H3/t16-,17+/m1/s1

Standard InChI Key:  YDJWTBLKEBGBOJ-SJORKVTESA-N

Molfile:  

     RDKit          2D

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   19.3760   -7.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3749   -8.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0900   -8.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0882   -6.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8040   -7.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8028   -8.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5200   -8.4999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2430   -8.0865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2442   -7.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5224   -6.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6499   -8.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9542   -7.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9600   -6.8420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5224   -6.0075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6617   -6.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9468   -6.4300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1885   -5.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8531   -5.5244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9734   -5.7799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1081   -4.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9331   -4.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3467   -4.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9364   -3.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1081   -3.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6983   -4.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3496   -2.6014    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  9 13  1  6
  3  6  2  0
 10 14  1  1
  1  2  2  0
  5  4  2  0
 15 16  3  0
  1 15  1  0
 14 17  1  0
  4  1  1  0
  5 10  1  0
 17 21  1  0
 20 18  1  0
 18 14  1  0
  6  7  1  0
 17 19  2  0
  7  8  1  0
  8  9  1  0
 20 21  2  0
  9 10  1  0
 21 22  1  0
  5  6  1  0
 22 23  2  0
  8 11  1  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  8 12  1  0
 23 26  1  0
M  END

Associated Targets(Human)

ABCC9 Tclin Sulfonylurea receptor 2 (109 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 370.79Molecular Weight (Monoisotopic): 370.0720AlogP: 3.24#Rotatable Bonds: 1
Polar Surface Area: 88.39Molecular Species: NEUTRALHBA: 6HBD: 1
#RO5 Violations: HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 13.17CX Basic pKa: CX LogP: 3.09CX LogD: 3.09
Aromatic Rings: 3Heavy Atoms: 26QED Weighted: 0.71Np Likeness Score: -0.06

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