ID: ALA463702

Max Phase: Preclinical

Molecular Formula: C24H40O4

Molecular Weight: 392.58

Molecule Type: Small molecule

Representations

Synonyms (1): (-)-Muqubilin A
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC1=C(CC/C(C)=C/CC[C@@]2(C)CC[C@H]([C@H](C)C(=O)O)OO2)C(C)(C)CCC1

Standard InChI:  InChI=1S/C24H40O4/c1-17(11-12-20-18(2)10-8-14-23(20,4)5)9-7-15-24(6)16-13-21(27-28-24)19(3)22(25)26/h9,19,21H,7-8,10-16H2,1-6H3,(H,25,26)/b17-9+/t19-,21+,24-/m0/s1

Standard InChI Key:  ZJKZMXQQSDVDLA-HGMMXSCQSA-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: 392.58

Molecular Weight (Monoisotopic): 392.2927

AlogP: 6.61

#Rotatable Bonds: 8

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.44

CX Basic pKa:

CX LogP: 6.38

CX LogD: 3.52

Aromatic Rings: 0

Heavy Atoms: 28

QED Weighted: 0.37

Np Likeness Score: 3.06

References

1. Sperry S, Valeriote FA, Corbett TH, Crews P..  (1998)  Isolation and cytotoxic evaluation of marine sponge-derived norterpene peroxides.,  61  (2): [PMID:9514009] [10.1021/np970467w]

2. Lefranc F, Nuzzo G, Hamdy NA, Fakhr I, Moreno Y Banuls L, Van Goietsenoven G, Villani G, Mathieu V, van Soest R, Kiss R, Ciavatta ML..  (2013)  In vitro pharmacological and toxicological effects of norterpene peroxides isolated from the Red Sea sponge Diacarnus erythraeanus on normal and cancer cells.,  76  (9): [PMID:23977995] [10.1021/np400107t]

3. Yang F, Wang RP, Xu B, Yu HB, Ma GY, Wang GF, Dai SW, Zhang W, Jiao WH, Song SJ, Lin HW..  (2016)  New antimalarial norterpene cyclic peroxides from Xisha Islands sponge Diacarnus megaspinorhabdosa.,  26  (8): [PMID:26965857] [10.1016/j.bmcl.2016.02.070]

Source

Source(1):

• Scientific Literature