Bodinieric acid G; (4R,5R,10S)-18-acetoxy-13-hydroxy- 8,11,13-podocarptrien-19-oic acid

ID: ALA4289234

Chembl Id: CHEMBL4289234

PubChem CID: 145987939

Max Phase: Preclinical

Molecular Formula: C19H24O5

Molecular Weight: 332.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H24O5/c1-18-8-3-9-19(17(22)23,11-16(21)24-2)15(18)7-4-12-10-13(20)5-6-14(12)18/h5-6,10,15,20H,3-4,7-9,11H2,1-2H3,(H,22,23)/t15-,18-,19+/m1/s1

Standard InChI Key:  YIWVPLFQLSSHNE-LZQZEXGQSA-N

Alternative Forms

1. Parent:

   

   ALA4289234

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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: 332.40

Molecular Weight (Monoisotopic): 332.1624

AlogP: 3.03

#Rotatable Bonds: 3

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: 4.23

CX Basic pKa: ┄

CX LogP: 3.47

CX LogD: 0.45

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: 2.02

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