ID: ALA1644069

Max Phase: Preclinical

Molecular Formula: C42H38O20

Molecular Weight: 862.75

Molecule Type: Small molecule

Representations

Synonyms (1): Sennoside A,B
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(O)c1cc(O)c2c(c1)C([C@H]1c3cc(C(=O)O)cc(O)c3C(=O)c3c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cccc31)c1cccc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c1C2=O

Standard InChI:  InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26?,31-,32-,35+,36+,37-,38-,41-,42-/m1/s1

Standard InChI Key:  IPQVTOJGNYVQEO-LALZNDFESA-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: 862.75

Molecular Weight (Monoisotopic): 862.1956

AlogP: -1.10

#Rotatable Bonds: 9

Polar Surface Area: 347.96

Molecular Species: ACID

HBA: 18

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.23

CX Basic pKa:

CX LogP: 1.19

CX LogD: -5.59

Aromatic Rings: 4

Heavy Atoms: 62

QED Weighted: 0.10

Np Likeness Score: 1.02

References

1. Sorrentino F, Karioti A, Gratteri P, Rigobello MP, Scutari G, Messori L, Bindoli A, Chioccioli M, Gabbiani C, Bergonzi MC, Bilia AR..  (2011)  Hypericins and thioredoxin reductase: Biochemical and docking studies disclose the molecular basis for effective inhibition by naphthodianthrones.,  19  (1): [PMID:21106380] [10.1016/j.bmc.2010.10.045]

Source

Source(1):

• Scientific Literature