(1S,5R)-5-Ethoxy-3-[2-[(1R,3aS,7aR)-1-((R)-5-hydroxy-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol

ID: ALA55100

Chembl Id: CHEMBL55100

PubChem CID: 44297791

Max Phase: Preclinical

Molecular Formula: C29H48O3

Molecular Weight: 444.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1/C(=C\C=C2/CCC[C@]3(C)[C@@H]([C@H](C)CCCC(C)(C)O)CC[C@@H]23)C[C@@H](OCC)C[C@@H]1O

Standard InChI:  InChI=1S/C29H48O3/c1-7-32-24-18-23(21(3)27(30)19-24)13-12-22-11-9-17-29(6)25(14-15-26(22)29)20(2)10-8-16-28(4,5)31/h12-13,20,24-27,30-31H,3,7-11,14-19H2,1-2,4-6H3/b22-12+,23-13-/t20-,24-,25-,26+,27+,29-/m1/s1

Standard InChI Key:  TXRKNFMSXQUPEG-JSGLYZFWSA-N

Alternative Forms

1. Parent:

   

   ALA55100

   (1S,3Z,5R)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-ethoxy-2-methylidenecyclohexan-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: 444.70

Molecular Weight (Monoisotopic): 444.3603

AlogP: 6.75

#Rotatable Bonds: 8

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.35

CX LogD: 5.35

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: 2.24

References

1. Posner GH, Guyton KZ, Kensler TW, Barsony J, Lieberman ME, Reddy G, Clark JW, Wankadiya KF, Tserng K.  (1993)  1-(hydroxyalkyl)-25-hydroxyvitamin D3 analogs of calcitriol. 2. Preliminary biological evaluation,  3  (9): [10.1016/S0960-894X(00)80115-8]

2. Posner GH, Guyton KZ, Kensler TW, Barsony J, Lieberman ME, Reddy G, Clark JW, Wankadiya KF, Tserng K.  (1993)  1-(hydroxyalkyl)-25-hydroxyvitamin D3 analogs of calcitriol. 2. Preliminary biological evaluation,  3  (9): [10.1016/S0960-894X(00)80115-8]

Source

Source(1):

• Scientific Literature