1-O-acetylmethyl rocaglate

ID: ALA517992

PubChem CID: 44575584

Max Phase: Preclinical

Molecular Formula: C29H28O9

Molecular Weight: 520.53

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 1-O-Acetylmethyl Rocaglate | 1-O-acetylmethyl rocaglate|CHEMBL517992

Canonical SMILES:  COc1ccc([C@@]23Oc4cc(OC)cc(OC)c4[C@]2(O)[C@H](OC(C)=O)[C@H](C(=O)O)[C@H]3c2ccccc2)cc1

Standard InChI:  InChI=1S/C29H28O9/c1-16(30)37-26-23(27(31)32)24(17-8-6-5-7-9-17)29(18-10-12-19(34-2)13-11-18)28(26,33)25-21(36-4)14-20(35-3)15-22(25)38-29/h5-15,23-24,26,33H,1-4H3,(H,31,32)/t23-,24-,26-,28+,29+/m1/s1

Standard InChI Key:  XGFHSPORRWHGPC-IDAMAFBJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA517992

   1-O-acetylmethyl rocaglate

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: 520.53

Molecular Weight (Monoisotopic): 520.1733

AlogP: 3.62

#Rotatable Bonds: 7

Polar Surface Area: 120.75

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.58

CX Basic pKa: ┄

CX LogP: 3.19

CX LogD: -0.16

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.45

Np Likeness Score: 1.56

References

1. Rivero-Cruz JF, Chai HB, Kardono LB, Setyowati FM, Afriatini JJ, Riswan S, Farnsworth NR, Cordell GA, Pezzuto JM, Swanson SM, Kinghorn AD..  (2004)  Cytotoxic constituents of the twigs and leaves of Aglaia rubiginosa.,  67  (3): [PMID:15043407] [10.1021/np0304417]

Source

Source(1):

• Scientific Literature