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

ID: ALA4539643

PubChem CID: 155549964

Max Phase: Preclinical

Molecular Formula: C37H51ClO5

Molecular Weight: 611.26

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)c6cccc(Cl)c6)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C37H51ClO5/c1-22(2)25-12-17-37(32(41)42)19-18-35(5)26(30(25)37)10-11-28-33(3)15-14-29(39)34(4,27(33)13-16-36(28,35)6)21-43-31(40)23-8-7-9-24(38)20-23/h7-9,20,25-30,39H,1,10-19,21H2,2-6H3,(H,41,42)/t25-,26+,27+,28+,29-,30+,33-,34-,35+,36+,37-/m0/s1

Standard InChI Key:  FXVWIIDBSNOQDD-SRGXSZKGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4539643

   ---

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: 611.26

Molecular Weight (Monoisotopic): 610.3425

AlogP: 8.58

#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: 8.46

CX LogD: 5.86

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.26

Np Likeness Score: 2.18

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