ID: ALA521729

Max Phase: Preclinical

Molecular Formula: C22H30O4

Molecular Weight: 358.48

Molecule Type: Small molecule

Representations

Synonyms (1): 5-Epiilimaquinone
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1CCC[C@H]2[C@](C)(CC3=C(O)C(=O)C=C(OC)C3=O)[C@@H](C)CC[C@@]12C

Standard InChI:  InChI=1S/C22H30O4/c1-13-7-6-8-18-21(13,3)10-9-14(2)22(18,4)12-15-19(24)16(23)11-17(26-5)20(15)25/h11,14,18,24H,1,6-10,12H2,2-5H3/t14-,18+,21-,22+/m0/s1

Standard InChI Key:  JJWITJNSXCXULM-UPOGBMBOSA-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: 358.48

Molecular Weight (Monoisotopic): 358.2144

AlogP: 4.67

#Rotatable Bonds: 3

Polar Surface Area: 63.60

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.87

CX Basic pKa:

CX LogP: 4.37

CX LogD: 2.83

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.59

Np Likeness Score: 3.23

References

1. Salmoun M, Devijver C, Daloze D, Braekman JC, Gomez R, de Kluijver M, Van Soest RW..  (2000)  New sesquiterpene/quinones from two sponges of the genus Hyrtios.,  63  (4): [PMID:10785412] [10.1021/np9903346]

2. Jiso A, Kittiwisut S, Chantakul R, Yuenyongsawad S, Putchakarn S, Schäberle TF, Temkitthaworn P, Ingkaninan K, Chaithirayanon K, Plubrukarn A..  (2020)  Quintaquinone, a Merosesquiterpene from the Yellow Sponge Verongula cf. rigida Esper.,  83  (2): [PMID:32040314] [10.1021/acs.jnatprod.9b00886]

3. van Stuijvenberg J, Proksch P, Fritz G..  (2020)  Targeting the DNA damage response (DDR) by natural compounds.,  28  (4): [PMID:31980363] [10.1016/j.bmc.2019.115279]

Source

Source(1):

• Scientific Literature