Withangulatin A

ID: ALA4786754

Chembl Id: CHEMBL4786754

Cas Number: 120824-03-5

PubChem CID: 147647

Max Phase: Preclinical

Molecular Formula: C30H38O8

Molecular Weight: 526.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C=C([C@H](C)[C@H]2CC(C)=C(C)C(=O)O2)[C@@]2(C)CC[C@H]3[C@@H](C[C@H]4O[C@]45[C@@H](O)C=CC(=O)[C@]35C)[C@]12O

Standard InChI:  InChI=1S/C30H38O8/c1-14-11-21(37-26(34)15(14)2)16(3)19-12-24(36-17(4)31)29(35)20-13-25-30(38-25)23(33)8-7-22(32)28(30,6)18(20)9-10-27(19,29)5/h7-8,12,16,18,20-21,23-25,33,35H,9-11,13H2,1-6H3/t16-,18-,20+,21+,23-,24-,25+,27+,28-,29-,30+/m0/s1

Standard InChI Key:  PLPXOWZTDPJPHC-ISIACCJKSA-N

Alternative Forms

1. Parent:

   

   ALA4786754

   Withangulatin A

Molecule Features

Natural Product: Yes

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: 526.63

Molecular Weight (Monoisotopic): 526.2567

AlogP: 2.96

#Rotatable Bonds: 3

Polar Surface Area: 122.66

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.97

CX Basic pKa: ┄

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.33

Np Likeness Score: 3.33

References

1. Wang C,Li S,Zhao J,Yang H,Yin F,Ding M,Luo J,Wang X,Kong L.  (2020)  Design and SAR of Withangulatin A Analogues that Act as Covalent TrxR Inhibitors through the Michael Addition Reaction Showing Potential in Cancer Treatment.,  63  (19.0): [PMID:32886510] [10.1021/acs.jmedchem.0c01128]

Source

Source(1):

• Scientific Literature