ID: ALA4160404

Max Phase: Preclinical

Molecular Formula: C25H34O2

Molecular Weight: 366.55

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)=C/C=C\[C@H](C)[C@H]1CC[C@]2(C)C[C@@H]3C(C)=CC(=O)[C@H]3/C(C=O)=C\C[C@@H]12

Standard InChI:  InChI=1S/C25H34O2/c1-16(2)7-6-8-17(3)20-11-12-25(5)14-21-18(4)13-23(27)24(21)19(15-26)9-10-22(20)25/h6-9,13,15,17,20-22,24H,10-12,14H2,1-5H3/b8-6-,19-9-/t17-,20+,21+,22-,24-,25+/m0/s1

Standard InChI Key:  RKNMPQSLAZUFIT-ZDZUEPJSSA-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: 366.55

Molecular Weight (Monoisotopic): 366.2559

AlogP: 5.86

#Rotatable Bonds: 4

Polar Surface Area: 34.14

Molecular Species: NEUTRAL

HBA: 2

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.52

CX LogD: 5.52

Aromatic Rings: 0

Heavy Atoms: 27

QED Weighted: 0.46

Np Likeness Score: 3.03

References

1. Zhu T, Lu Z, Fan J, Wang L, Zhu G, Wang Y, Li X, Hong K, Piyachaturawat P, Chairoungdua A, Zhu W..  (2018)  Ophiobolins from the Mangrove Fungus Aspergillus ustus.,  81  (1): [PMID:29286660] [10.1021/acs.jnatprod.7b00335]

2. Cai R, Jiang H, Mo Y, Guo H, Li C, Long Y, Zang Z, She Z..  (2019)  Ophiobolin-Type Sesterterpenoids from the Mangrove Endophytic Fungus Aspergillus sp. ZJ-68.,  82  (8): [PMID:31365251] [10.1021/acs.jnatprod.9b00462]

3. Hou XM, Wang CY, Gerwick WH, Shao CL..  (2019)  Marine natural products as potential anti-tubercular agents.,  165  [PMID:30685527] [10.1016/j.ejmech.2019.01.026]

4. Chi LP,Li XM,Wan YP,Li X,Wang BG.  (2020)  Ophiobolin Sesterterpenoids and Farnesylated Phthalide Derivatives from the Deep Sea Cold-Seep-Derived Fungus Aspergillus insuetus SD-512.,  83  (12): [PMID:33322904] [10.1021/acs.jnatprod.0c00860]

5. Liang JJ, Yu WL, Yang L, Xie BH, Qin KM, Yin YP, Yan JJ, Gong S, Liu TY, Zhou HB, Hong K..  (2022)  Design and synthesis of marine sesterterpene analogues as novel estrogen receptor α degraders for breast cancer treatment.,  229  [PMID:34992039] [10.1016/j.ejmech.2021.114081]

6. Liang JJ, Yu WL, Yang L, Qin KM, Yin YP, Li D, Ni YH, Yan JJ, Zhong YX, Deng ZX, Hong K..  (2022)  Synthesis and structure-activity relationship study of a potent MHO7 analogue as potential anti-triple negative breast cancer agent.,  236  [PMID:35390712] [10.1016/j.ejmech.2022.114313]

Source

Source(1):

• Scientific Literature