Kuwanon L

ID: ALA4291588

Chembl Id: CHEMBL4291588

PubChem CID: 13241303

Max Phase: Preclinical

Molecular Formula: C35H30O11

Molecular Weight: 626.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C[C@@H](c2c(O)ccc([C@@H]3CC(=O)c4c(O)cc(O)cc4O3)c2O)[C@H](C(=O)c2ccc(O)cc2O)[C@@H](c2ccc(O)cc2O)C1

Standard InChI:  InChI=1S/C35H30O11/c1-15-8-22(19-4-2-16(36)10-25(19)40)31(34(44)20-5-3-17(37)11-26(20)41)23(9-15)32-24(39)7-6-21(35(32)45)29-14-28(43)33-27(42)12-18(38)13-30(33)46-29/h2-7,9-13,22-23,29,31,36-42,45H,8,14H2,1H3/t22-,23-,29+,31-/m1/s1

Standard InChI Key:  ZEZOBFSLMMTYFF-OSOCTARVSA-N

Alternative Forms

1. Parent:

   

   ALA4291588

   (2S)-2-[3-[(1R,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-5,7-dihydroxy-2,3-dihydrochromen-4-one

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: 626.61

Molecular Weight (Monoisotopic): 626.1788

AlogP: 5.75

#Rotatable Bonds: 5

Polar Surface Area: 205.21

Molecular Species: NEUTRAL

HBA: 11

HBD: 8

#RO5 Violations: 4

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 7.52

CX Basic pKa: ┄

CX LogP: 6.36

CX LogD: 6.08

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.10

Np Likeness Score: 1.79

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