ID: ALA266438

Max Phase: Preclinical

Molecular Formula: C43H64O11

Molecular Weight: 756.97

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=CC/C=C\C=C/[C@H]1O[C@H]2C[C@H]3O[C@H]4CC[C@H]5O[C@H]6C[C@@]7(C)O[C@@]8(C)[C@@H](O)C[C@H](CCCO)O[C@@H]8C[C@@H]7O[C@@H]6C[C@@H]5O[C@]4(C)C[C@]3(C)O[C@@H]2C=C[C@]1(C)O

Standard InChI:  InChI=1S/C43H64O11/c1-7-8-9-10-11-14-34-39(2,46)18-17-28-30(49-34)22-36-42(5,52-28)25-41(4)35(51-36)16-15-27-31(53-41)21-29-32(48-27)24-40(3)37(50-29)23-38-43(6,54-40)33(45)20-26(47-38)13-12-19-44/h7,9-11,14,17-18,26-38,44-46H,1,8,12-13,15-16,19-25H2,2-6H3/b10-9-,14-11-/t26-,27+,28+,29+,30-,31-,32-,33-,34+,35-,36+,37-,38+,39-,40+,41+,42-,43-/m0/s1

Standard InChI Key:  GKLILONDTZZKRF-IDJCTBPMSA-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: 756.97

Molecular Weight (Monoisotopic): 756.4449

AlogP: 4.94

#Rotatable Bonds: 7

Polar Surface Area: 134.53

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.40

CX Basic pKa:

CX LogP: 3.10

CX LogD: 3.10

Aromatic Rings: 0

Heavy Atoms: 54

QED Weighted: 0.24

Np Likeness Score: 2.40

References

1. Fuwa H, Kainuma N, Satake M, Sasaki M..  (2003)  Synthesis and biological evaluation of gambierol analogues.,  13  (15): [PMID:12852956] [10.1016/s0960-894x(03)00467-0]

2. Konoki K, Suga Y, Fuwa H, Yotsu-Yamashita M, Sasaki M..  (2015)  Evaluation of gambierol and its analogs for their inhibition of human Kv1.2 and cytotoxicity.,  25  (3): [PMID:25556093] [10.1016/j.bmcl.2014.12.022]

Source

Source(1):

• Scientific Literature