Dimethyl (5S,5'S,6R,6'R,10aR,10a'R)-1,1',5,5',8a,8a'-hexahydroxy-6,6'-dimethyl-8,8',9,9'-tetraoxo-5,5',6,6',7,7',8,8a,8',8a',9,9'-dodecahydro-10aH,10a'H-[2,2'-bixanthene]-10a,10a'-dicarboxylate

ID: ALA5076841

Chembl Id: CHEMBL5076841

PubChem CID: 166626734

Max Phase: Preclinical

Molecular Formula: C32H30O16

Molecular Weight: 670.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]12Oc3ccc(-c4ccc5c(c4O)C(=O)C4(O)C(=O)C[C@@H](C)[C@H](O)[C@@]4(C(=O)OC)O5)c(O)c3C(=O)C1(O)C(=O)C[C@@H](C)[C@@H]2O

Standard InChI:  InChI=1S/C32H30O16/c1-11-9-17(33)29(43)25(39)19-15(47-31(29,23(11)37)27(41)45-3)7-5-13(21(19)35)14-6-8-16-20(22(14)36)26(40)30(44)18(34)10-12(2)24(38)32(30,48-16)28(42)46-4/h5-8,11-12,23-24,35-38,43-44H,9-10H2,1-4H3/t11-,12-,23+,24+,29?,30?,31+,32+/m1/s1

Standard InChI Key:  WWGNTYDCMKIJLE-IJZDIPMWSA-N

Alternative Forms

1. Parent:

   

   ALA5076841

   ---

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: 670.58

Molecular Weight (Monoisotopic): 670.1534

AlogP: -0.86

#Rotatable Bonds: 3

Polar Surface Area: 260.72

Molecular Species: NEUTRAL

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.81

CX Basic pKa:

CX LogP: 1.68

CX LogD: 1.54

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.17

Np Likeness Score: 1.00

References

1. Lünne F, Köhler J, Stroh C, Müller L, Daniliuc CG, Mück-Lichtenfeld C, Würthwein EU, Esselen M, Humpf HU, Kalinina SA..  (2021)  Insights into Ergochromes of the Plant Pathogen Claviceps purpurea.,  84  (10.0): [PMID:34553942] [10.1021/acs.jnatprod.1c00264]

Source

Source(1):

• Scientific Literature