ID: ALA1255855

Max Phase: Preclinical

Molecular Formula: C45H74O11

Molecular Weight: 791.08

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CC[C@H]1/C=C/C=C/C[C@@H](C)[C@H](O)[C@@](C)(O)C(=O)[C@@H](C)[C@H](O)[C@@H](C)C(=O)[C@@H](C)[C@H](O)[C@@H](C)/C=C/C(=O)O[C@@H]2[C@H](C)[C@H](CC1)O[C@]1(CC[C@H](C)[C@H](C[C@@H](C)O)O1)[C@H]2C

Standard InChI:  InChI=1S/C45H74O11/c1-12-34-17-15-13-14-16-27(4)42(51)44(11,53)43(52)32(9)40(50)31(8)39(49)30(7)38(48)26(3)18-21-37(47)54-41-29(6)35(20-19-34)55-45(33(41)10)23-22-25(2)36(56-45)24-28(5)46/h13-15,17-18,21,25-36,38,40-42,46,48,50-51,53H,12,16,19-20,22-24H2,1-11H3/b14-13+,17-15+,21-18+/t25-,26-,27+,28+,29+,30-,31-,32-,33-,34-,35-,36-,38+,40+,41+,42-,44+,45-/m0/s1

Standard InChI Key:  MNULEGDCPYONBU-AWJDAWNUSA-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: 791.08

Molecular Weight (Monoisotopic): 790.5231

AlogP: 5.88

#Rotatable Bonds: 3

Polar Surface Area: 180.05

Molecular Species: NEUTRAL

HBA: 11

HBD: 5

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.29

CX Basic pKa:

CX LogP: 7.45

CX LogD: 7.45

Aromatic Rings: 0

Heavy Atoms: 56

QED Weighted: 0.22

Np Likeness Score: 2.09

References

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3. Platte HD, Honscha W, Schuh K, Petzinger E..  (1996)  Functional characterization of the hepatic sodium-dependent taurocholate transporter stably transfected into an immortalized liver-derived cell line and V79 fibroblasts.,  70  (1): [PMID:8738419]

4. Saito S, Sakamoto N, Umeda K.  (2005)  Effects of Pyridalyl, a Novel Insecticidal Agent, on Cultured Sf9 Cells,  30  (1): [10.1584/jpestics.30.17]

5. De Bruyn T, van Westen GJ, Ijzerman AP, Stieger B, de Witte P, Augustijns PF, Annaert PP..  (2013)  Structure-based identification of OATP1B1/3 inhibitors.,  83  (6): [PMID:23571415] [10.1124/mol.112.084152]

6. Franchini S, Manasieva LI, Sorbi C, Battisti UM, Fossa P, Cichero E, Denora N, Iacobazzi RM, Cilia A, Pirona L, Ronsisvalle S, Aricò G, Brasili L..  (2017)  Synthesis, biological evaluation and molecular modeling of 1-oxa-4-thiaspiro- and 1,4-dithiaspiro[4.5]decane derivatives as potent and selective 5-HT1A receptor agonists.,  125  [PMID:27689727] [10.1016/j.ejmech.2016.09.050]

7. Mook RA, Ren XR, Wang J, Piao H, Barak LS, Kim Lyerly H, Chen W..  (2017)  Benzimidazole inhibitors from the Niclosamide chemotype inhibit Wnt/β-catenin signaling with selectivity over effects on ATP homeostasis.,  25  (6): [PMID:28233680] [10.1016/j.bmc.2017.01.046]

8. Ma DY, Lai Q, Peng KJ, Wang LL, Li ZX, Liu LJ, Luo ZY, Liu SY..  (2020)  Synthesis and anti-OXPHOS, antitumor activities of DLC modified spinosyn derivatives.,  30  (9): [PMID:32139325] [10.1016/j.bmcl.2020.127047]

9. Patel BA, D'Amico TL, Blagg BSJ..  (2020)  Natural products and other inhibitors of F₁F_O ATP synthase.,  207  [PMID:32942072] [10.1016/j.ejmech.2020.112779]

Source

Source(2):

• Scientific Literature
• TP-search Transporter Database