(3S,4R)-4-[5-(4-Chloro-phenyl)-pyrazol-1-yl]-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile

ID: ALA462143

PubChem CID: 44564202

Max Phase: Preclinical

Molecular Formula: C21H18ClN3O2

Molecular Weight: 379.85

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](n2nccc2-c2ccc(Cl)cc2)[C@@H]1O

Standard InChI:  InChI=1S/C21H18ClN3O2/c1-21(2)20(26)19(16-11-13(12-23)3-8-18(16)27-21)25-17(9-10-24-25)14-4-6-15(22)7-5-14/h3-11,19-20,26H,1-2H3/t19-,20+/m1/s1

Standard InChI Key:  VVLMJNPROXTXFT-UXHICEINSA-N

Molfile:  

     RDKit          2D

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   -3.4006   -1.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4024    0.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6869   -0.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6881   -1.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9712   -1.6281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2484   -1.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2472   -0.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9688    0.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8418   -1.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5375   -0.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5317    0.0290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9688    0.8632    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8283    0.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5429    0.4409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3028    1.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6377    1.3461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4792    1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0657    0.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7572    0.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1663    1.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7466    2.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0750    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9914    1.3612    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  9 13  1  6
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 24 27  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: 379.85Molecular Weight (Monoisotopic): 379.1088AlogP: 4.20#Rotatable Bonds: 2
Polar Surface Area: 71.07Molecular Species: NEUTRALHBA: 5HBD: 1
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 13.12CX Basic pKa: 1.90CX LogP: 3.95CX LogD: 3.95
Aromatic Rings: 3Heavy Atoms: 27QED Weighted: 0.72Np Likeness Score: -0.58

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