(1R,3R)-5-{2-[9-(3-Hydroxy-3-methyl-butoxy)-spiro[5.5]undec-(2E)-ylidene]-ethylidene}-cyclohexane-1,3-diol

ID: ALA3084339

Chembl Id: CHEMBL3084339

PubChem CID: 11502062

Max Phase: Preclinical

Molecular Formula: C24H40O4

Molecular Weight: 392.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O)CCO[C@H]1CC[C@@]2(CCC/C(=C\C=C3C[C@@H](O)C[C@H](O)C3)C2)CC1

Standard InChI:  InChI=1S/C24H40O4/c1-23(2,27)12-13-28-22-7-10-24(11-8-22)9-3-4-18(17-24)5-6-19-14-20(25)16-21(26)15-19/h5-6,20-22,25-27H,3-4,7-17H2,1-2H3/b18-5+/t20-,21-,22-,24-/m1/s1

Standard InChI Key:  NXCBJGODIDKKRU-GTKFRGTMSA-N

Alternative Forms

1. Parent:

   

   ALA3084339

   (1R,3R)-5-[(2E)-2-[3-(3-hydroxy-3-methylbutoxy)spiro[5.5]undecan-10-ylidene]ethylidene]cyclohexane-1,3-diol

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: 392.58

Molecular Weight (Monoisotopic): 392.2927

AlogP: 4.43

#Rotatable Bonds: 5

Polar Surface Area: 69.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.65

Np Likeness Score: 1.19

References

1. Schepens W, Van Haver DV, Vandewalle M, De Clercq PJ, Bouillon R, Verstuyf A..  (2004)  Synthesis and biological activity of 22-oxa CD-ring modified analogues of 1alpha,25-dihydroxyvitamin D3: spiro[5.5]undecane CF-ring analogues.,  14  (15): [PMID:15225691] [10.1016/j.bmcl.2004.05.058]

Source

Source(1):

• Scientific Literature