(20S)-1alpha,25-Dihydroxy-24,24-difluoro-2-methylene-19-norvitamin D3

ID: ALA3746058

Chembl Id: CHEMBL3746058

PubChem CID: 127038278

Max Phase: Preclinical

Molecular Formula: C27H42F2O3

Molecular Weight: 452.63

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H42F2O3/c1-17(12-14-27(28,29)25(3,4)32)21-10-11-22-20(7-6-13-26(21,22)5)9-8-19-15-23(30)18(2)24(31)16-19/h8-9,17,21-24,30-32H,2,6-7,10-16H2,1,3-5H3/b20-9+/t17-,21+,22-,23+,24+,26+/m0/s1

Standard InChI Key:  RFGCDSADQPSTSR-DQGXBTQFSA-N

Alternative Forms

1. Parent:

   

   ALA3746058

   ---

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: 452.63

Molecular Weight (Monoisotopic): 452.3102

AlogP: 5.95

#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: 12.76

CX Basic pKa: ┄

CX LogP: 4.61

CX LogD: 4.61

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.44

Np Likeness Score: 1.90

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