(20S)-1alpha,25-Dihydroxy-24,24-difluoro-19-norvitamin D3

ID: ALA3746107

Chembl Id: CHEMBL3746107

PubChem CID: 127038280

Max Phase: Preclinical

Molecular Formula: C26H42F2O3

Molecular Weight: 440.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](CCC(F)(F)C(C)(C)O)[C@H]1CC[C@H]2/C(=C/C=C3C[C@@H](O)C[C@H](O)C3)CCC[C@]12C

Standard InChI:  InChI=1S/C26H42F2O3/c1-17(11-13-26(27,28)24(2,3)31)22-9-10-23-19(6-5-12-25(22,23)4)8-7-18-14-20(29)16-21(30)15-18/h7-8,17,20-23,29-31H,5-6,9-16H2,1-4H3/b19-8+/t17-,20+,21+,22+,23-,25+/m0/s1

Standard InChI Key:  ITEJLGRCCCYASD-XAIYVRTCSA-N

Alternative Forms

1. Parent:

   

   ALA3746107

   ---

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: 440.62

Molecular Weight (Monoisotopic): 440.3102

AlogP: 5.78

#Rotatable Bonds: 6

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.77

CX Basic pKa: ┄

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.49

Np Likeness Score: 1.86

References

1. Flores A, Massarelli I, Thoden JB, Plum LA, DeLuca HF..  (2015)  A Methylene Group on C-2 of 24,24-Difluoro-19-nor-1α,25-dihydroxyvitamin D3 Markedly Increases Bone Calcium Mobilization in Vivo.,  58  (24): [PMID:26630444] [10.1021/acs.jmedchem.5b01564]

Source

Source(1):

• Scientific Literature