ID: ALA486377

Max Phase: Preclinical

Molecular Formula: C20H30O4

Molecular Weight: 334.46

Molecule Type: Small molecule

Representations

Synonyms (1): Sinulariolide
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1C(=O)O[C@]2(C)CC[C@@H]1C[C@@H]1O[C@@]1(C)CC/C=C(\C)CC[C@@H]2O

Standard InChI:  InChI=1S/C20H30O4/c1-13-6-5-10-20(4)17(23-20)12-15-9-11-19(3,16(21)8-7-13)24-18(22)14(15)2/h6,15-17,21H,2,5,7-12H2,1,3-4H3/b13-6+/t15-,16+,17+,19-,20+/m1/s1

Standard InChI Key:  FONRUOAYELOHDC-ZOOQSLMQSA-N

Molecule Features

Natural Product: No

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: 334.46

Molecular Weight (Monoisotopic): 334.2144

AlogP: 3.68

#Rotatable Bonds: 0

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.97

CX Basic pKa:

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 0

Heavy Atoms: 24

QED Weighted: 0.32

Np Likeness Score: 3.57

References

1. Su J, Yang R, Kuang Y, Zeng L..  (2000)  A new cembranolide from the soft coral Sinularia capillosa.,  63  (11): [PMID:11087604] [10.1021/np0000264]

2. Wu Q, Li XW, Li H, Yao LG, Tang W, Miao ZH, Wang H, Guo YW..  (2019)  Bioactive polyoxygenated cembranoids from a novel Hainan chemotype of the soft coral Sinularia flexibilis.,  29  (2): [PMID:30528697] [10.1016/j.bmcl.2018.12.004]

3. Yang M, Li H, Zhang Q, Wu QH, Li G, Chen KX, Guo YW, Tang W, Li XW..  (2019)  Highly diverse cembranoids from the South China Sea soft coral Sinularia scabra as a new class of potential immunosuppressive agents.,  27  (15): [PMID:31253536] [10.1016/j.bmc.2019.06.030]

Source

Source(1):

• Scientific Literature