Colletonic acid

ID: ALA4081242

PubChem CID: 137647393

Max Phase: Preclinical

Molecular Formula: C15H24O3

Molecular Weight: 252.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC[C@@]2(CC1O)[C@@H](C(=O)O)CC[C@H]2C(C)C

Standard InChI:  InChI=1S/C15H24O3/c1-9(2)11-4-5-12(14(17)18)15(11)7-6-10(3)13(16)8-15/h6,9,11-13,16H,4-5,7-8H2,1-3H3,(H,17,18)/t11-,12+,13?,15-/m0/s1

Standard InChI Key:  ZIOMQRRFPWLXDN-YOOVYSLHSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   33.1035  -17.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6855  -18.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4136  -17.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2858  -16.9395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4746  -16.8118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8705  -18.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6918  -18.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6918  -16.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8705  -16.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4596  -17.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5535  -18.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1036  -16.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5486  -15.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2834  -16.0368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4626  -16.1180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6383  -17.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7864  -19.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1927  -19.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  1  0
  6 10  2  0
  1  7  1  1
  1  8  1  0
  8  9  1  0
  9 10  1  0
  2 11  1  1
  5 12  1  1
 12 13  1  0
 12 14  2  0
  9 15  1  0
 10 16  1  0
 11 17  1  0
 11 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4081242

   ---

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: 252.35

Molecular Weight (Monoisotopic): 252.1725

AlogP: 2.84

#Rotatable Bonds: 2

Polar Surface Area: 57.53

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.79

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 0.01

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.74

Np Likeness Score: 2.57

References

1. Shao LD, Bao Y, Shen Y, Su J, Leng Y, Zhao QS..  (2017)  Synthesis of selective 11β-HSD1 inhibitors based on dammarane scaffold.,  135  [PMID:28458137] [10.1016/j.ejmech.2017.04.059]

Source

Source(1):

• Scientific Literature