Bodinieric acid A; (4S,5R,10S)-16-nor-18-hydroxy-15-oxoabieta-8,11,13-triene-19-oic acid

ID: ALA4294902

Chembl Id: CHEMBL4294902

PubChem CID: 145993847

Max Phase: Preclinical

Molecular Formula: C19H24O4

Molecular Weight: 316.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H24O4/c1-12(21)13-4-6-15-14(10-13)5-7-16-18(15,2)8-3-9-19(16,11-20)17(22)23/h4,6,10,16,20H,3,5,7-9,11H2,1-2H3,(H,22,23)/t16-,18-,19-/m1/s1

Standard InChI Key:  YCDOWAPNMIAIKV-BHIYHBOVSA-N

Alternative Forms

1. Parent:

   

   ALA4294902

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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: 316.40

Molecular Weight (Monoisotopic): 316.1675

AlogP: 2.96

#Rotatable Bonds: 3

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.10

CX Basic pKa: ┄

CX LogP: 2.78

CX LogD: -0.32

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.84

Np Likeness Score: 1.93

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