ID: ALA466738

Max Phase: Preclinical

Molecular Formula: C27H36O12

Molecular Weight: 552.57

Molecule Type: Small molecule

Representations

Synonyms (1): Nudiposide
Synonyms from Alternative Forms(1):

Canonical SMILES:  COc1cc([C@@H]2c3c(cc(OC)c(O)c3OC)C[C@H](CO)[C@H]2CO[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)cc(OC)c1O

Standard InChI:  InChI=1S/C27H36O12/c1-34-17-7-13(8-18(35-2)23(17)31)20-15(10-38-27-25(33)22(30)16(29)11-39-27)14(9-28)5-12-6-19(36-3)24(32)26(37-4)21(12)20/h6-8,14-16,20,22,25,27-33H,5,9-11H2,1-4H3/t14-,15-,16-,20+,22+,25-,27-/m1/s1

Standard InChI Key:  GWDZRGQRNHELQM-NHJKQUFYSA-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: 552.57

Molecular Weight (Monoisotopic): 552.2207

AlogP: 0.50

#Rotatable Bonds: 9

Polar Surface Area: 176.76

Molecular Species: NEUTRAL

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.24

CX Basic pKa:

CX LogP: 0.32

CX LogD: 0.32

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.25

Np Likeness Score: 1.95

References

1. Su D, Tang W, Hu Y, Liu Y, Yu S, Ma S, Qu J, Yu D..  (2008)  Lignan glycosides from Neoalsomitra integrifoliola.,  71  (5): [PMID:18396904] [10.1021/np070565+]

2. Arai MA, Masada A, Ohtsuka T, Kageyama R, Ishibashi M..  (2009)  The first Hes1 dimer inhibitors from natural products.,  19  (19): [PMID:19716294] [10.1016/j.bmcl.2009.07.146]

Source

Source(1):

• Scientific Literature