(S)-6-(2,9-dihydroxynonyl)-4-hydroxy-3-methyl-2H-pyran-2-one

ID: ALA3109313

PubChem CID: 76328395

Max Phase: Preclinical

Molecular Formula: C15H24O5

Molecular Weight: 284.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(O)cc(C[C@@H](O)CCCCCCCO)oc1=O

Standard InChI:  InChI=1S/C15H24O5/c1-11-14(18)10-13(20-15(11)19)9-12(17)7-5-3-2-4-6-8-16/h10,12,16-18H,2-9H2,1H3/t12-/m0/s1

Standard InChI Key:  OOQJBRXSVCHJBJ-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
    4.5328  -12.6123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448  -12.2041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2448  -11.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5328  -10.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8208  -12.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233  -11.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9604  -10.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6737  -11.3832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3894  -10.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1026  -11.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8184  -10.9770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5316  -11.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2473  -10.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1063  -12.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5328  -13.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1076  -10.9706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6713  -12.2082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9606  -11.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6762  -10.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3895  -11.4000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  5  6  2  0
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5 14  1  0
  1 15  2  0
  6 16  1  0
  8 17  1  6
 13 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3109313

   (S)-6-(2,9-dihydroxynonyl)-4-hydroxy-3-methyl-2H-pyran-2-one

Molecule Features

Natural Product: Yes

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: 284.35

Molecular Weight (Monoisotopic): 284.1624

AlogP: 1.89

#Rotatable Bonds: 9

Polar Surface Area: 90.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.66

CX Basic pKa: ┄

CX LogP: 1.68

CX LogD: 1.49

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.60

Np Likeness Score: 1.84

References

1. McMullin DR, Nsiama TK, Miller JD..  (2014)  Isochromans and α-pyrones from Penicillium corylophilum.,  77  (2): [PMID:24456578] [10.1021/np4005486]

Source

Source(1):

• Scientific Literature