Bodinieric acid F; (4R,5R,10S)-18-acetoxyabieta- 8,11,13,15-tetraen-19-oic acid

ID: ALA4293812

Chembl Id: CHEMBL4293812

PubChem CID: 145989239

Max Phase: Preclinical

Molecular Formula: C22H28O4

Molecular Weight: 356.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)c1ccc2c(c1)CC[C@H]1[C@](CC(=O)OC)(C(=O)O)CCC[C@]21C

Standard InChI:  InChI=1S/C22H28O4/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/h6,8,12,18H,1,5,7,9-11,13H2,2-4H3,(H,24,25)/t18-,21-,22+/m1/s1

Standard InChI Key:  MQHMSELRFQFQFA-QIJUGHKUSA-N

Alternative Forms

1. Parent:

   

   ALA4293812

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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: 356.46

Molecular Weight (Monoisotopic): 356.1988

AlogP: 4.36

#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: 4.29

CX Basic pKa: ┄

CX LogP: 4.81

CX LogD: 1.84

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.81

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