Crinipellin E

ID: ALA3904582

PubChem CID: 134135130

Max Phase: Preclinical

Molecular Formula: C20H28O4

Molecular Weight: 332.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H]1CC[C@]23C[C@@H]4[C@H](C)C(=O)[C@H]5O[C@]54[C@@]2(C)[C@@H](O)C(=O)[C@]13C

Standard InChI:  InChI=1S/C20H28O4/c1-9(2)11-6-7-19-8-12-10(3)13(21)16-20(12,24-16)18(19,5)15(23)14(22)17(11,19)4/h9-12,15-16,23H,6-8H2,1-5H3/t10-,11+,12+,15-,16+,17-,18-,19+,20-/m0/s1

Standard InChI Key:  QRAOOADPSNNYON-GUMRYWFSSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
    8.1111   -6.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8564   -6.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5197   -7.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1793   -6.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9283   -6.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4125   -5.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8462   -7.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5957   -8.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7743   -8.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2589   -8.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9181   -8.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6675   -7.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2589   -6.6883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6994   -8.4293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2589   -9.4761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3410   -8.9560    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7577   -6.3314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2650   -8.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4478   -8.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1931   -7.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4118   -7.1428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7756   -7.6578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2410   -6.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1931   -6.4330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6268   -5.4727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4682   -7.2224    0.0000 H   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
  5  6  1  6
  7  4  1  0
  8  7  1  0
  9  8  1  0
  3  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12  7  1  0
 12 13  1  0
  7 13  1  6
 11 14  2  0
 10 15  1  1
  8 16  1  6
  4 17  1  1
  3 18  1  1
 19 18  1  0
 20 19  1  0
  2 20  1  0
 20 21  1  6
 21 22  1  0
 21 23  1  0
  2 24  1  6
  1 25  2  0
 12 26  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3904582

   ---

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: 332.44

Molecular Weight (Monoisotopic): 332.1988

AlogP: 2.37

#Rotatable Bonds: 1

Polar Surface Area: 66.90

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.85

CX Basic pKa: ┄

CX LogP: 3.02

CX LogD: 3.02

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: 2.47

References

1. Rohr M, Oleinikov K, Jung M, Sandjo LP, Opatz T, Erkel G..  (2017)  Anti-inflammatory tetraquinane diterpenoids from a Crinipellis species.,  25  (2): [PMID:27887964] [10.1016/j.bmc.2016.11.016]

Source

Source(1):

• Scientific Literature