Bodinieric acid H;(4R,5R,10S)-16-nor-18-acetoxy-15-oxoabieta- 8,11,13-trien-19-oic acid

ID: ALA4278579

Chembl Id: CHEMBL4278579

PubChem CID: 145981406

Max Phase: Preclinical

Molecular Formula: C21H26O5

Molecular Weight: 358.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H26O5/c1-13(22)14-5-7-16-15(11-14)6-8-17-20(16,2)9-4-10-21(17,19(24)25)12-18(23)26-3/h5,7,11,17H,4,6,8-10,12H2,1-3H3,(H,24,25)/t17-,20-,21+/m1/s1

Standard InChI Key:  HKJYZFDOGBWKHN-UIFIKXQLSA-N

Alternative Forms

1. Parent:

   

   ALA4278579

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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: 358.43

Molecular Weight (Monoisotopic): 358.1780

AlogP: 3.53

#Rotatable Bonds: 4

Polar Surface Area: 80.67

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.07

CX Basic pKa: ┄

CX LogP: 3.33

CX LogD: 0.21

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: 1.53

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