ID: ALA492606

Max Phase: Preclinical

Molecular Formula: C29H29NO8

Molecular Weight: 519.55

Molecule Type: Small molecule

Representations

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

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: 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