7-(3-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)propoxy)-3-(hydroxymethyl)chroman-4-one

ID: ALA4276808

PubChem CID: 145986084

Max Phase: Preclinical

Molecular Formula: C25H27FN2O5

Molecular Weight: 454.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccc(OCCCN3CCC(c4noc5cc(F)ccc45)CC3)cc2OCC1CO

Standard InChI:  InChI=1S/C25H27FN2O5/c26-18-2-4-20-23(12-18)33-27-24(20)16-6-9-28(10-7-16)8-1-11-31-19-3-5-21-22(13-19)32-15-17(14-29)25(21)30/h2-5,12-13,16-17,29H,1,6-11,14-15H2

Standard InChI Key:  POJKECCBFJBJQK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.4175  -13.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.1572  -10.5428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.8722  -11.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5807  -12.1974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2989  -11.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3040  -10.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5908  -10.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5947   -9.7210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0231  -10.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7363  -10.9788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  7 11  1  0
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  9  7  2  0
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  5 17  1  0
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 28 29  1  0
 29 30  1  0
 30 31  2  0
 29 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4276808

   ---

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: 454.50

Molecular Weight (Monoisotopic): 454.1904

AlogP: 3.80

#Rotatable Bonds: 7

Polar Surface Area: 85.03

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.97

CX LogP: 2.42

CX LogD: 1.75

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.54

Np Likeness Score: -0.55

References

1. Rakesh KP, Shantharam CS, Sridhara MB, Manukumar HM, Qin HL..  (2017)  Benzisoxazole: a privileged scaffold for medicinal chemistry.,  8  (11): [PMID:30108720] [10.1039/C7MD00449D]

Source

Source(1):

• Scientific Literature