4''-Demethoxy-7-dihydrodichapetalin W

ID: ALA3261939

Chembl Id: CHEMBL3261939

PubChem CID: 90676175

Max Phase: Preclinical

Molecular Formula: C47H56O9

Molecular Weight: 764.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC=C3C[C@@H](c4ccccc4)OC[C@]3(C)[C@@H]1C[C@@H](O)[C@]1(C)[C@@H]2C=C[C@]23C[C@]12CC[C@H]3[C@@H]1C[C@@]2(OC[C@](C)(OC(=O)CCc3ccc(O)cc3)[C@H]2O)OC1=O

Standard InChI:  InChI=1S/C47H56O9/c1-41-19-16-30-22-34(29-8-6-5-7-9-29)53-26-42(30,2)36(41)23-37(49)44(4)35(41)18-20-45-25-46(44,45)21-17-33(45)32-24-47(56-39(32)51)40(52)43(3,27-54-47)55-38(50)15-12-28-10-13-31(48)14-11-28/h5-11,13-14,16,18,20,32-37,40,48-49,52H,12,15,17,19,21-27H2,1-4H3/t32-,33-,34-,35+,36+,37+,40+,41+,42-,43-,44-,45+,46+,47+/m0/s1

Standard InChI Key:  NCDMXKSFHSNCLP-QJQHGWFVSA-N

Alternative Forms

1. Parent:

   

   ALA3261939

   [(3S,5R,8S,9R)-9-hydroxy-3-[(1S,2R,3R,5R,6R,9S,14S,15R,18S,19S)-3-hydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docosa-11,16-dien-19-yl]-8-methyl-2-oxo-1,6-dioxaspiro[4.4]nonan-8-yl] 3-(4-hydroxyphenyl)propanoate

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: 764.96

Molecular Weight (Monoisotopic): 764.3924

AlogP: 7.14

#Rotatable Bonds: 6

Polar Surface Area: 131.75

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.50

CX Basic pKa:

CX LogP: 6.24

CX LogD: 6.23

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.21

Np Likeness Score: 2.54

References

1. Jing SX, Luo SH, Li CH, Hua J, Wang YL, Niu XM, Li XN, Liu Y, Huang CS, Wang Y, Li SH..  (2014)  Biologically active dichapetalins from Dichapetalum gelonioides.,  77  (4): [PMID:24597894] [10.1021/np400971r]

Source

Source(1):

• Scientific Literature