3beta-Hydroxy-23-O-benzoyl-lup-20(29)-en-28-oic acid

ID: ALA4532480

PubChem CID: 155547052

Max Phase: Preclinical

Molecular Formula: C37H52O5

Molecular Weight: 576.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@@](C)(COC(=O)c6ccccc6)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C37H52O5/c1-23(2)25-14-19-37(32(40)41)21-20-35(5)26(30(25)37)12-13-28-33(3)17-16-29(38)34(4,27(33)15-18-36(28,35)6)22-42-31(39)24-10-8-7-9-11-24/h7-11,25-30,38H,1,12-22H2,2-6H3,(H,40,41)/t25-,26+,27+,28+,29-,30+,33-,34-,35+,36+,37-/m0/s1

Standard InChI Key:  AHSGWYKQZAIIMM-SRGXSZKGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4532480

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 576.82

Molecular Weight (Monoisotopic): 576.3815

AlogP: 7.93

#Rotatable Bonds: 5

Polar Surface Area: 83.83

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.75

CX Basic pKa: ┄

CX LogP: 7.85

CX LogD: 5.26

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.27

Np Likeness Score: 2.46

References

1. Lu L, Zhang H, Liu J, Liu Y, Wang Y, Xu S, Zhu Z, Xu J..  (2019)  Synthesis, biological evaluation and mechanism studies of C-23 modified 23-hydroxybetulinic acid derivatives as anticancer agents.,  182  [PMID:31491611] [10.1016/j.ejmech.2019.111659]

Source

Source(1):

• Scientific Literature