ID: ALA487996

Max Phase: Preclinical

Molecular Formula: C19H22O7

Molecular Weight: 362.38

Molecule Type: Small molecule

Representations

Synonyms (1): Nagilactone C
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(C)c1oc(=O)cc2c1[C@@H](O)[C@H]1OC(=O)[C@@]3(C)[C@@H](O)[C@H]4O[C@H]4[C@@]2(C)[C@@H]13

Standard InChI:  InChI=1S/C19H22O7/c1-6(2)11-9-7(5-8(20)24-11)18(3)14-12(10(9)21)26-17(23)19(14,4)15(22)13-16(18)25-13/h5-6,10,12-16,21-22H,1-4H3/t10-,12-,13-,14-,15+,16-,18-,19-/m1/s1

Standard InChI Key:  DGNOPGIIPQKNHD-RSKPZANQSA-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: 362.38

Molecular Weight (Monoisotopic): 362.1366

AlogP: 0.76

#Rotatable Bonds: 1

Polar Surface Area: 109.50

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.11

CX Basic pKa:

CX LogP: 0.20

CX LogD: 0.20

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.56

Np Likeness Score: 2.87

References

1. Kubo I, Muroi H, Kubo A..  (1994)  Naturally occurring antiacne agents.,  57  (1): [PMID:8158169] [10.1021/np50103a002]

2. Cassady JM, Baird WM, Chang CJ..  (1990)  Natural products as a source of potential cancer chemotherapeutic and chemopreventive agents.,  53  (1): [PMID:2189947] [10.1021/np50067a003]

3. Kubo I, Muroi H, Himejima M..  (1993)  Combination effects of antifungal nagilactones against Candida albicans and two other fungi with phenylpropanoids.,  56  (2): [PMID:8463795] [10.1021/np50092a006]

4. Bloor SJ, Molloy BP..  (1991)  Cytotoxic norditerpene lactones from Ileostylus micranthus.,  54  (5): [PMID:1800635] [10.1021/np50077a015]

5. Krutzik PO, Crane JM, Clutter MR, Nolan GP..  (2008)  High-content single-cell drug screening with phosphospecific flow cytometry.,  4  (2): [PMID:18157122] [10.1038/nchembio.2007.59]

6. Feng ZL, Zhang LL, Zheng YD, Liu QY, Liu JX, Feng L, Huang L, Zhang QW, Lu JJ, Lin LG..  (2017)  Norditerpenoids and Dinorditerpenoids from the Seeds of Podocarpus nagi as Cytotoxic Agents and Autophagy Inducers.,  80  (7): [PMID:28719204] [10.1021/acs.jnatprod.7b00347]

7. Ren Y,Kinghorn AD.  (2020)  Development of Potential Antitumor Agents from the Scaffolds of Plant-Derived Terpenoid Lactones.,  63  (24.0): [PMID:33289552] [10.1021/acs.jmedchem.0c01449]

Source

Source(1):

• Scientific Literature