(1R,4aR,4bR,10aR)-ethyl 7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene-1-carboxylate

ID: ALA3358315

Cas Number: 631-71-0

PubChem CID: 61182

Product Number: E156079, Order Now?

Max Phase: Preclinical

Molecular Formula: C22H34O2

Molecular Weight: 330.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)[C@]1(C)CCC[C@@]2(C)[C@H]1CC=C1C=C(C(C)C)CC[C@@H]12

Standard InChI:  InChI=1S/C22H34O2/c1-6-24-20(23)22(5)13-7-12-21(4)18-10-8-16(15(2)3)14-17(18)9-11-19(21)22/h9,14-15,18-19H,6-8,10-13H2,1-5H3/t18-,19+,21+,22+/m0/s1

Standard InChI Key:  AGUBCDYYAKENKG-YVNJGZBMSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    1.7169   -9.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7169  -10.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4221  -11.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4222   -9.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1275   -9.8517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1240  -10.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8261  -11.0782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5361  -10.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8330   -9.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5396   -9.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2515   -9.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2631   -8.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5565   -8.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8383   -8.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9759   -8.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6784   -8.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9863   -7.4248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5382  -10.0828    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202   -9.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8259  -10.2603    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7087  -11.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8343  -11.7768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4345  -12.4851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6514  -11.7711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6174  -12.4930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2156  -13.2046    0.0000 C   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  2  0
  9 10  1  0
  9 14  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
  6 18  1  6
  5 19  1  1
  9 20  1  6
  3 21  1  0
  3 22  1  6
 22 23  1  0
 22 24  2  0
 23 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3358315

   Ethyl Abietate

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: 330.51

Molecular Weight (Monoisotopic): 330.2559

AlogP: 5.68

#Rotatable Bonds: 3

Polar Surface Area: 26.30

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.46

CX LogD: 5.46

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.62

Np Likeness Score: 2.43

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