Crinipellin G

ID: ALA3968323

PubChem CID: 134151103

Max Phase: Preclinical

Molecular Formula: C19H26O3

Molecular Weight: 302.41

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H26O3/c1-5-11-6-7-18-8-12-10(2)14(21)15-19(12,22-15)16(18,3)9-13(20)17(11,18)4/h5,10-13,15,20H,1,6-9H2,2-4H3/t10-,11-,12+,13-,15+,16-,17-,18-,19-/m0/s1

Standard InChI Key:  QWIJMFGHPKWGBS-UEIIUFPNSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
    7.6017   -8.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3494   -9.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0119   -9.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6690   -9.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4180   -8.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3369   -9.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0867  -10.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2642  -10.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7492  -11.0387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4055  -10.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1595   -9.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7492   -9.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1884  -10.8078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7492  -11.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8304  -11.3343    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2487   -8.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7555  -10.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9392  -10.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6869   -9.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9040   -9.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2700  -10.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6869   -8.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1185   -7.8524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9592   -9.6015    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
  6  4  1  0
  7  6  1  0
  8  7  1  0
  3  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11  6  1  0
 11 12  1  0
  6 12  1  6
 10 13  2  0
  9 14  1  1
  7 15  1  6
  4 16  1  1
  3 17  1  1
 18 17  1  0
 19 18  1  0
  2 19  1  0
 19 20  1  6
 20 21  2  0
  2 22  1  6
  1 23  1  1
 11 24  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3968323

   ---

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: 302.41

Molecular Weight (Monoisotopic): 302.1882

AlogP: 2.72

#Rotatable Bonds: 1

Polar Surface Area: 49.83

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.58

CX LogD: 2.58

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.60

Np Likeness Score: 2.71

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