Bahamaolide A

ID: ALA2047351

Chembl Id: CHEMBL2047351

PubChem CID: 59052874

Max Phase: Preclinical

Molecular Formula: C39H64O11

Molecular Weight: 708.93

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Bahamaolide A | Bahamaolide A|CHEMBL2047351|BDBM50497858|(3E,5E,7E,9E,11E,13E,16R,18S,20S,22S,24S,26R,28S,30S,32S,35S,36S)-16,18,20,22,24,26,28,30,32-nonahydroxy-36-isopropyl-35-methyl-1-oxacyclohexatriaconta-3,5,7,9,11,13-hexaen-2-one

Canonical SMILES:  CC(C)[C@@H]1OC(=O)/C=C/C=C/C=C/C=C/C=C/C=C/C[C@@H](O)C[C@H](O)C[C@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)C[C@@H](O)C[C@@H](O)CC[C@@H]1C

Standard InChI:  InChI=1S/C39H64O11/c1-27(2)39-28(3)17-18-30(41)20-32(43)22-34(45)24-36(47)26-37(48)25-35(46)23-33(44)21-31(42)19-29(40)15-13-11-9-7-5-4-6-8-10-12-14-16-38(49)50-39/h4-14,16,27-37,39-48H,15,17-26H2,1-3H3/b5-4+,8-6+,9-7+,12-10+,13-11+,16-14+/t28-,29+,30-,31-,32-,33-,34-,35-,36+,37+,39-/m0/s1

Standard InChI Key:  OLPMWTXTIALTJI-PGGSLBAFSA-N

Alternative Forms

1. Parent:

   

   ALA2047351

   BAHAMAOLIDE A

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

Calculated Properties

Molecular Weight: 708.93

Molecular Weight (Monoisotopic): 708.4449

AlogP: 3.08

#Rotatable Bonds: 1

Polar Surface Area: 208.37

Molecular Species: NEUTRAL

HBA: 11

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.96

CX LogD: 0.96

Aromatic Rings: ┄

Heavy Atoms: 50

QED Weighted: 0.18

Np Likeness Score: 1.20

References

1. Kim DG, Moon K, Kim SH, Park SH, Park S, Lee SK, Oh KB, Shin J, Oh DC..  (2012)  Bahamaolides A and B, antifungal polyene polyol macrolides from the marine actinomycete Streptomyces sp.,  75  (5): [PMID:22574670] [10.1021/np3001915]

2. Lee SH, Moon K, Kim H, Shin J, Oh DC, Oh KB..  (2014)  Bahamaolide A from the marine-derived Streptomyces sp. CNQ343 inhibits isocitrate lyase in Candida albicans.,  24  (17): [PMID:25052426] [10.1016/j.bmcl.2014.07.021]

Source

Source(1):

• Scientific Literature