Bodinieric acid I; (4R,5R,10S)-18-acetoxydehydroabietic acid

ID: ALA4292650

Chembl Id: CHEMBL4292650

PubChem CID: 145987655

Max Phase: Preclinical

Molecular Formula: C22H30O4

Molecular Weight: 358.48

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)cc3CC[C@@H]12

Standard InChI:  InChI=1S/C22H30O4/c1-14(2)15-6-8-17-16(12-15)7-9-18-21(17,3)10-5-11-22(18,20(24)25)13-19(23)26-4/h6,8,12,14,18H,5,7,9-11,13H2,1-4H3,(H,24,25)/t18-,21-,22+/m1/s1

Standard InChI Key:  ZOSFZMGNELVYMW-QIJUGHKUSA-N

Alternative Forms

1. Parent:

   

   ALA4292650

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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: 358.48

Molecular Weight (Monoisotopic): 358.2144

AlogP: 4.45

#Rotatable Bonds: 4

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.32

CX Basic pKa: ┄

CX LogP: 5.02

CX LogD: 2.07

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.81

Np Likeness Score: 1.57

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