(3S,4R)-4-(5-Chloro-benzo[d]isoxazol-3-ylamino)-3Shydroxy-2,2-dimethyl-chroman-6-yl-phenyl-methanone

ID: ALA473133

PubChem CID: 44564348

Max Phase: Preclinical

Molecular Formula: C25H21ClN2O4

Molecular Weight: 448.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Oc2ccc(C(=O)c3ccccc3)cc2[C@@H](Nc2noc3ccc(Cl)cc23)[C@@H]1O

Standard InChI:  InChI=1S/C25H21ClN2O4/c1-25(2)23(30)21(27-24-18-13-16(26)9-11-20(18)32-28-24)17-12-15(8-10-19(17)31-25)22(29)14-6-4-3-5-7-14/h3-13,21,23,30H,1-2H3,(H,27,28)/t21-,23+/m1/s1

Standard InChI Key:  YXXXHZMGPOOMLE-GGAORHGYSA-N

Molfile:  

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    9.6395   -6.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6393   -6.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9251   -7.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2105   -6.8878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4966   -7.2998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4963   -8.1258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2160   -8.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.1266   -2.8389    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA473133

   (3S,4R)-4-(5-Chloro-benzo[d]isoxazol-3-ylamino)-3Shydroxy-2,2-dimethyl-chroman-6-yl-phenyl-methanone

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: 448.91

Molecular Weight (Monoisotopic): 448.1190

AlogP: 5.40

#Rotatable Bonds: 4

Polar Surface Area: 84.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.88

CX Basic pKa: 0.64

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -0.07

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