22-Deoxy-4''-methoxydichapetalin V

ID: ALA3261937

Chembl Id: CHEMBL3261937

PubChem CID: 90676173

Max Phase: Preclinical

Molecular Formula: C48H56O10

Molecular Weight: 792.97

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@H]2CC3=CC[C@@]4(C)[C@@H](CC(=O)[C@]5(C)[C@@H]4C=C[C@]46C[C@@]45CC[C@H]6[C@@H]4C[C@]5(C[C@@](C)(OC(=O)C[C@@H](O)c6ccc(O)cc6)CO5)OC4=O)[C@@]3(C)CO2)cc1

Standard InChI:  InChI=1S/C48H56O10/c1-42(57-40(52)21-35(50)28-6-10-31(49)11-7-28)24-48(56-26-42)23-33(41(53)58-48)34-15-19-47-25-46(34,47)18-16-37-43(2)17-14-30-20-36(29-8-12-32(54-5)13-9-29)55-27-44(30,3)38(43)22-39(51)45(37,47)4/h6-14,16,18,33-38,49-50H,15,17,19-27H2,1-5H3/t33-,34-,35+,36-,37+,38+,42+,43+,44-,45-,46+,47+,48+/m0/s1

Standard InChI Key:  DAQDEPQOLFZBTO-MRSNUZQLSA-N

Alternative Forms

1. Parent:

   

   ALA3261937

   [(3S,5R,8R)-3-[(1S,2R,5R,6R,9S,14S,15R,18S,19S)-9-(4-methoxyphenyl)-2,6,14-trimethyl-3-oxo-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] (3R)-3-hydroxy-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: 792.97

Molecular Weight (Monoisotopic): 792.3873

AlogP: 7.88

#Rotatable Bonds: 7

Polar Surface Area: 137.82

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.47

CX Basic pKa:

CX LogP: 6.47

CX LogD: 6.47

Aromatic Rings: 2

Heavy Atoms: 58

QED Weighted: 0.21

Np Likeness Score: 2.43

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