ID: ALA2308884

Max Phase: Preclinical

Molecular Formula: C21H24O9

Molecular Weight: 420.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc2c1[C@@H](OC)[C@@]13O[C@]1(C2=O)[C@H](O)[C@@H](C)[C@](O)(C(=O)[C@@H]1O[C@H]1C)[C@H]3O

Standard InChI:  InChI=1S/C21H24O9/c1-8-14(22)20-15(23)10-6-5-7-11(27-3)12(10)17(28-4)21(20,30-20)18(25)19(8,26)16(24)13-9(2)29-13/h5-9,13-14,17-18,22,25-26H,1-4H3/t8-,9+,13-,14-,17-,18-,19+,20+,21+/m1/s1

Standard InChI Key:  WWNXYRCJJRRWAQ-UUYIBEJGSA-N

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

Properties

Molecular Weight: 420.41

Molecular Weight (Monoisotopic): 420.1420

AlogP: -0.45

#Rotatable Bonds: 4

Polar Surface Area: 138.35

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.65

CX Basic pKa:

CX LogP: -0.14

CX LogD: -0.14

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: 1.51

References

1. Plouffe D, Brinker A, McNamara C, Henson K, Kato N, Kuhen K, Nagle A, Adrián F, Matzen JT, Anderson P, Nam TG, Gray NS, Chatterjee A, Janes J, Yan SF, Trager R, Caldwell JS, Schultz PG, Zhou Y, Winzeler EA..  (2008)  In silico activity profiling reveals the mechanism of action of antimalarials discovered in a high-throughput screen.,  105  (26): [PMID:18579783] [10.1073/pnas.0802982105]

Source

Source(1):

• Novartis Malaria Screening