(1R,4aR,4bS,10aR)-7-isopropyl-1,4a-dimethyltetradecahydrophenanthrene-1-carboxylic acid

ID: ALA3358311

PubChem CID: 118722784

Max Phase: Preclinical

Molecular Formula: C20H34O2

Molecular Weight: 306.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C1CC[C@H]2C(CC[C@@H]3[C@]2(C)CCC[C@@]3(C)C(=O)O)C1

Standard InChI:  InChI=1S/C20H34O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h13-17H,5-12H2,1-4H3,(H,21,22)/t14?,15?,16-,17+,19+,20+/m0/s1

Standard InChI Key:  YPGLTKHJEQHKSS-XOEIQFALSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    2.1957   -3.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1957   -3.9952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9010   -4.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9010   -2.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6062   -3.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6028   -3.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3048   -4.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0149   -4.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3118   -2.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184   -3.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7303   -2.7884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7418   -1.9678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -1.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3171   -1.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4546   -1.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1571   -1.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4650   -0.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3154   -4.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4751   -4.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5228   -4.7617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5236   -5.7759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0170   -3.4091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5989   -2.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3047   -3.5866    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  5  9  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
  3 18  1  6
  3 19  1  0
 18 20  1  0
 18 21  2  0
  6 22  1  6
  5 23  1  1
  9 24  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3358311

   ---

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: 306.49

Molecular Weight (Monoisotopic): 306.2559

AlogP: 5.37

#Rotatable Bonds: 2

Polar Surface Area: 37.30

Molecular Species: ACID

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.66

CX Basic pKa: ┄

CX LogP: 5.76

CX LogD: 3.09

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: 2.44

References

1. Wang H, Nguyen TT, Li S, Liang T, Zhang Y, Li J..  (2015)  Quantitative structure-activity relationship of antifungal activity of rosin derivatives.,  25  (2): [PMID:25466709] [10.1016/j.bmcl.2014.11.034]

Source

Source(1):

• Scientific Literature