aglaroxin A

ID: ALA492606

Chembl Id: CHEMBL492606

PubChem CID: 15450360

Max Phase: Preclinical

Molecular Formula: C29H29NO8

Molecular Weight: 519.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@@]23Oc4cc5c(c(OC)c4[C@]2(O)[C@H](O)[C@H](C(=O)N(C)C)[C@H]3c2ccccc2)OCO5)cc1

Standard InChI:  InChI=1S/C29H29NO8/c1-30(2)27(32)21-22(16-8-6-5-7-9-16)29(17-10-12-18(34-3)13-11-17)28(33,26(21)31)23-19(38-29)14-20-24(25(23)35-4)37-15-36-20/h5-14,21-22,26,31,33H,15H2,1-4H3/t21-,22-,26-,28+,29+/m1/s1

Standard InChI Key:  VBEWJSMISIWDQM-NPWWZGLVSA-N

Alternative Forms

1. Parent:

   

   ALA492606

   AGLAROXIN A

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: 519.55

Molecular Weight (Monoisotopic): 519.1893

AlogP: 2.77

#Rotatable Bonds: 5

Polar Surface Area: 106.92

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.58

CX Basic pKa: ┄

CX LogP: 2.17

CX LogD: 2.17

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.53

Np Likeness Score: 1.40

References

1. Kim S, Chin YW, Su BN, Riswan S, Kardono LB, Afriastini JJ, Chai H, Farnsworth NR, Cordell GA, Swanson SM, Kinghorn AD..  (2006)  Cytotoxic flavaglines and bisamides from Aglaia edulis.,  69  (12): [PMID:17190457] [10.1021/np060428x]

2. Engelmeier D, Hadacek F, Pacher T, Vajrodaya S, Greger H..  (2000)  Cyclopenta[b]benzofurans from Aglaia species with pronounced antifungal activity against rice blast fungus (Pyricularia grisea).,  48  (4): [PMID:10775404] [10.1021/jf990509h]

Source

Source(1):

• Scientific Literature