4-[6-(5-Bromo-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-8a-methyl-octahydro-pyrano[3,2-b]pyran-2-yl]-1-[5-(1-hydroxy-1-methyl-ethyl)-2-methyl-tetrahydro-furan-2-yl]-pent-3-en-1-ol

ID: ALA23801

Chembl Id: CHEMBL23801

PubChem CID: 21601932

Max Phase: Preclinical

Molecular Formula: C30H51BrO6

Molecular Weight: 587.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\C[C@H](O)[C@@]1(C)CC[C@H](C(C)(C)O)O1)[C@H]1CC[C@H]2O[C@@H]([C@]3(C)CC[C@@H](Br)C(C)(C)O3)CC[C@@]2(C)O1

Standard InChI:  InChI=1S/C30H51BrO6/c1-19(9-11-22(32)28(6)17-14-23(36-28)26(2,3)33)20-10-12-24-29(7,35-20)18-15-25(34-24)30(8)16-13-21(31)27(4,5)37-30/h9,20-25,32-33H,10-18H2,1-8H3/b19-9+/t20-,21-,22+,23-,24-,25-,28-,29-,30+/m1/s1

Standard InChI Key:  JJTXYVOUNQSSNW-KRSABTGPSA-N

Alternative Forms

1. Parent:

   

   ALA23801

   (E,1S)-4-[(2R,4aR,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pent-3-en-1-ol

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: 587.64

Molecular Weight (Monoisotopic): 586.2869

AlogP: 5.99

#Rotatable Bonds: 6

Polar Surface Area: 77.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.79

CX Basic pKa: ┄

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: 2.71

References

1. Souto ML, Manríquez CP, Norte M, Leira F, Fernández JJ..  (2003)  The inhibitory effects of squalene-derived triterpenes on protein phosphatase PP2A.,  13  (7): [PMID:12657259] [10.1016/s0960-894x(03)00136-7]

Source

Source(1):

• Scientific Literature