Bodinieric acid E; 18-acetoxy-15-hydroxydehydroabietic acid

ID: ALA4285076

Chembl Id: CHEMBL4285076

PubChem CID: 145992836

Max Phase: Preclinical

Molecular Formula: C22H30O5

Molecular Weight: 374.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C[C@@]1(C(=O)O)CCC[C@]2(C)c3ccc(C(C)(C)O)cc3CC[C@@H]12

Standard InChI:  InChI=1S/C22H30O5/c1-20(2,26)15-7-8-16-14(12-15)6-9-17-21(16,3)10-5-11-22(17,19(24)25)13-18(23)27-4/h7-8,12,17,26H,5-6,9-11,13H2,1-4H3,(H,24,25)/t17-,21-,22+/m1/s1

Standard InChI Key:  DECURNMHKBVONE-YHYVQYDKSA-N

Alternative Forms

1. Parent:

   

   ALA4285076

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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: 374.48

Molecular Weight (Monoisotopic): 374.2093

AlogP: 3.55

#Rotatable Bonds: 4

Polar Surface Area: 83.83

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.13

CX Basic pKa: ┄

CX LogP: 3.70

CX LogD: 0.62

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.79

Np Likeness Score: 1.76

References

1. Gao JB, Yang SJ, Yan ZR, Zhang XJ, Pu DB, Wang LX, Li XL, Zhang RH, Xiao WL..  (2018)  Isolation, Characterization, and Structure-Activity Relationship Analysis of Abietane Diterpenoids from Callicarpa bodinieri as Spleen Tyrosine Kinase Inhibitors.,  81  (4): [PMID:29578342] [10.1021/acs.jnatprod.7b01082]

Source

Source(1):

• Scientific Literature