ID: ALA368810

Max Phase: Preclinical

Molecular Formula: C23H26O6

Molecular Weight: 398.46

Molecule Type: Small molecule

Representations

Synonyms (1): NSC-31867
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCc1cc(O)cc2c1Oc1cc(O)cc(C(=O)CCCC)c1C(=O)O2

Standard InChI:  InChI=1S/C23H26O6/c1-3-5-7-8-14-10-15(24)13-20-22(14)28-19-12-16(25)11-17(18(26)9-6-4-2)21(19)23(27)29-20/h10-13,24-25H,3-9H2,1-2H3

Standard InChI Key:  ZSMRNRJMUKTCNH-UHFFFAOYSA-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: 398.46

Molecular Weight (Monoisotopic): 398.1729

AlogP: 5.53

#Rotatable Bonds: 8

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.62

CX Basic pKa:

CX LogP: 5.79

CX LogD: 5.59

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.26

Np Likeness Score: 1.17

References

1. Neamati N, Hong H, Mazumder A, Wang S, Sunder S, Nicklaus MC, Milne GW, Proksa B, Pommier Y..  (1997)  Depsides and depsidones as inhibitors of HIV-1 integrase: discovery of novel inhibitors through 3D database searching.,  40  (6): [PMID:9083483] [10.1021/jm960759e]

2. Talapatra SK, Rath O, Clayton E, Tomasi S, Kozielski F..  (2016)  Depsidones from Lichens as Natural Product Inhibitors of M-Phase Phosphoprotein 1, a Human Kinesin Required for Cytokinesis.,  79  (6): [PMID:27300079] [10.1021/acs.jnatprod.5b00962]

3. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of NIH NCI Natural Product Set III,  [10.6019/CHEMBL4296183]

Source

Source(2):

• Scientific Literature
• CO-ADD antimicrobial screening data