(1R,2S,4R,5S)-1,4-dihydroxy-4-methyl-6-methylene-2-(2-methylprop-1-enyl)bicyclo[3.3.1]nonan-3-one

ID: ALA4474965

PubChem CID: 155537316

Max Phase: Preclinical

Molecular Formula: C15H22O3

Molecular Weight: 250.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CC[C@@]2(O)C[C@@H]1[C@@](C)(O)C(=O)[C@H]2C=C(C)C

Standard InChI:  InChI=1S/C15H22O3/c1-9(2)7-11-13(16)14(4,17)12-8-15(11,18)6-5-10(12)3/h7,11-12,17-18H,3,5-6,8H2,1-2,4H3/t11-,12+,14-,15-/m1/s1

Standard InChI Key:  WDQWJAUHOXOJKS-AYRXBEOTSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   23.7811   -4.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5983   -4.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0046   -3.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5983   -2.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7811   -2.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3702   -3.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9639   -2.7818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5487   -3.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9506   -4.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5369   -4.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7770   -5.0187    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.7770   -1.9687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0079   -2.0823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8250   -2.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2346   -1.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2327   -2.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8218   -3.4988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0069   -4.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4155   -4.2015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  9  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  1 11  1  1
  5 12  1  1
  4 13  1  6
 13 14  2  0
 14 15  1  0
 14 16  1  0
  3 17  2  0
  2 18  1  1
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474965

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 250.34

Molecular Weight (Monoisotopic): 250.1569

AlogP: 1.99

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.92

CX Basic pKa: ┄

CX LogP: 1.78

CX LogD: 1.78

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.70

Np Likeness Score: 2.26

References

1. Liu DH, Sun YZ, Kurtán T, Mándi A, Tang H, Li J, Su L, Zhuang CL, Liu ZY, Zhang W..  (2019)  Osteoclastogenesis Regulation Metabolites from the Coral-Associated Fungus Pseudallescheria boydii TW-1024-3.,  82  (5): [PMID:30978020] [10.1021/acs.jnatprod.8b01053]

Source

Source(1):

• Scientific Literature