ent-Trachylobane acid

ID: ALA1083997

PubChem CID: 11594850

Max Phase: Preclinical

Molecular Formula: C20H28O3

Molecular Weight: 316.44

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Ent-Trachylobane Acid | ent-Trachylobane acid|CHEMBL1083997

Canonical SMILES:  CC1(C)C(=O)CC[C@]2(C)[C@@H]1CC[C@@]13CC4[C@@H](C[C@H]12)[C@]4(C(=O)O)C3

Standard InChI:  InChI=1S/C20H28O3/c1-17(2)13-4-7-19-9-12-11(20(12,10-19)16(22)23)8-14(19)18(13,3)6-5-15(17)21/h11-14H,4-10H2,1-3H3,(H,22,23)/t11-,12?,13-,14+,18-,19+,20-/m1/s1

Standard InChI Key:  LWVHCBVUOMLPIW-LAYRKWIQSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   -2.8897   -0.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8897   -1.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1772   -1.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1772   -0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4603   -0.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4592   -1.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7462   -1.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297   -1.4899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7483   -0.2477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0322   -0.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786   -0.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6795    0.5781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0368    0.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7538    0.5761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6021   -1.9031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5972   -2.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7745   -2.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4683    0.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602   -2.4918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6175    0.2468    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3917    0.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1043    0.5787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3913    1.8124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492    0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2593    0.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2971    0.0244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 14  1  0
 10 11  1  1
 12 11  1  0
 13 12  1  0
 13 14  1  0
  2  3  1  0
  2 15  2  0
  5  9  1  0
  3 16  1  0
  6  7  1  0
  3 17  1  0
  7  8  1  0
  5 18  1  6
  8 10  1  0
  6 19  1  1
  9 10  1  0
  9 20  1  1
  3  6  1  0
  5  4  1  0
 12 21  1  1
  5  6  1  0
 21 22  1  0
 21 23  2  0
  1  2  1  0
 10 24  1  0
  1  4  1  0
 25 24  1  0
 13 25  1  0
 12 25  1  0
 13 26  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1083997

   ent-Trachylobane acid

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: 316.44

Molecular Weight (Monoisotopic): 316.2038

AlogP: 3.91

#Rotatable Bonds: 1

Polar Surface Area: 54.37

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.54

CX Basic pKa: ┄

CX LogP: 3.72

CX LogD: 0.95

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: 3.54

References

1. Allen JG, Fotsch C, Babij P..  (2010)  Emerging targets in osteoporosis disease modification.,  53  (11): [PMID:20218623] [10.1021/jm9018756]

Source

Source(1):

• Scientific Literature