Kuwanon G

ID: ALA4279417

Chembl Id: CHEMBL4279417

PubChem CID: 12773960

Max Phase: Preclinical

Molecular Formula: C40H36O11

Molecular Weight: 692.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCc1c(-c2ccc(O)cc2O)oc2c([C@@H]3C=C(C)C[C@H](c4ccc(O)cc4O)[C@H]3C(=O)c3ccc(O)cc3O)c(O)cc(O)c2c1=O

Standard InChI:  InChI=1S/C40H36O11/c1-18(2)4-8-26-38(50)36-33(48)17-32(47)35(40(36)51-39(26)25-11-7-22(43)16-31(25)46)28-13-19(3)12-27(23-9-5-20(41)14-29(23)44)34(28)37(49)24-10-6-21(42)15-30(24)45/h4-7,9-11,13-17,27-28,34,41-48H,8,12H2,1-3H3/t27-,28-,34-/m1/s1

Standard InChI Key:  APPXYONGBIXGRO-QPFJYYDMSA-N

Alternative Forms

1. Parent:

   

   ALA4279417

   Kuwanon-G

Molecule Features

Natural Product: Yes

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: 692.72

Molecular Weight (Monoisotopic): 692.2258

AlogP: 7.33

#Rotatable Bonds: 7

Polar Surface Area: 209.12

Molecular Species: ACID

HBA: 11

HBD: 8

#RO5 Violations: 4

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 6.33

CX Basic pKa: ┄

CX LogP: 7.84

CX LogD: 6.51

Aromatic Rings: 5

Heavy Atoms: 51

QED Weighted: 0.06

Np Likeness Score: 1.76

References

1. Mascarello A, Orbem Menegatti AC, Calcaterra A, Martins PGA, Chiaradia-Delatorre LD, D'Acquarica I, Ferrari F, Pau V, Sanna A, De Logu A, Botta M, Botta B, Terenzi H, Mori M..  (2018)  Naturally occurring Diels-Alder-type adducts from Morus nigra as potent inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B.,  144  [PMID:29275228] [10.1016/j.ejmech.2017.11.087]

Source

Source(1):

• Scientific Literature