Crinipellin H

ID: ALA3938768

PubChem CID: 134148443

Max Phase: Preclinical

Molecular Formula: C19H26O3

Molecular Weight: 302.41

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C[C@H]1CC[C@]23C[C@@H]4[C@H](C)[C@@H](O)[C@H]5O[C@@]45[C@@]2(C)CC(=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/h5,10-12,14-15,21H,1,6-9H2,2-4H3/t10-,11-,12+,14+,15+,16-,17-,18-,19-/m0/s1

Standard InChI Key:  ZOKHEXLFWHFDPZ-QLFVRICGSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
   13.6976   -7.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4453   -7.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1078   -8.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7649   -7.9657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5139   -7.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4328   -8.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1827   -9.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3601   -9.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8451   -9.7139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5014   -9.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2554   -8.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8451   -7.7430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2843   -9.4830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8451  -10.5302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9263  -10.0095    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3447   -7.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8515   -9.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0351   -9.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7829   -8.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9999   -8.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3659   -8.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7829   -7.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2144   -6.5276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0551   -8.2766    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  1  6
  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  2  0
 11 24  1  1
M  END

Alternative Forms

  1. Parent:

    ALA3938768

    ---

Associated Targets(Human)

STAT1 Tchem Signal transducer and activator of transcription 1-alpha/beta (808 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MONO-MAC-6 (495 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Biocomponents

Calculated Properties

Molecular Weight: 302.41Molecular Weight (Monoisotopic): 302.1882AlogP: 2.72#Rotatable Bonds: 1
Polar Surface Area: 49.83Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 13.85CX Basic pKa: CX LogP: 2.56CX LogD: 2.56
Aromatic Rings: Heavy Atoms: 22QED Weighted: 0.60Np Likeness Score: 2.79

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]
2. Zhou, Haibin and 18 more authors.  2019-12-26  Structure-Based Discovery of SD-36 as a Potent, Selective, and Efficacious PROTAC Degrader of STAT3 Protein.  [PMID:31747516]

Source