3beta-Hydroxy-23-O-[N,N-bis(2-chloroethyl)aminobenzoyl]-lup-20(29)-en-28-oic acid

ID: ALA4475703

PubChem CID: 155537910

Max Phase: Preclinical

Molecular Formula: C41H59Cl2NO5

Molecular Weight: 716.83

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)c6ccc(N(CCCl)CCCl)cc6)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C41H59Cl2NO5/c1-26(2)29-13-18-41(36(47)48)20-19-39(5)30(34(29)41)11-12-32-37(3)16-15-33(45)38(4,31(37)14-17-40(32,39)6)25-49-35(46)27-7-9-28(10-8-27)44(23-21-42)24-22-43/h7-10,29-34,45H,1,11-25H2,2-6H3,(H,47,48)/t29-,30+,31+,32+,33-,34+,37-,38-,39+,40+,41-/m0/s1

Standard InChI Key:  YFXKWPNQISEXEB-UEWIKTPCSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4475703

   ---

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: 716.83

Molecular Weight (Monoisotopic): 715.3770

AlogP: 9.21

#Rotatable Bonds: 10

Polar Surface Area: 87.07

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.75

CX Basic pKa: ┄

CX LogP: 9.29

CX LogD: 6.69

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.14

Np Likeness Score: 1.95

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