1beta,2alpha,25-Trihydroxy-19-nor-vitamin D3

ID: ALA1078758

Chembl Id: CHEMBL1078758

PubChem CID: 44474798

Max Phase: Preclinical

Molecular Formula: C26H44O4

Molecular Weight: 420.63

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H44O4/c1-17(7-5-13-25(2,3)30)20-11-12-21-19(8-6-14-26(20,21)4)10-9-18-15-22(27)24(29)23(28)16-18/h9-10,17,20-24,27-30H,5-8,11-16H2,1-4H3/b18-9-,19-10+/t17-,20-,21+,22-,23+,24+,26-/m1/s1

Standard InChI Key:  CAGYDFRJDSWOLS-NKRFDFAESA-N

Alternative Forms

1. Parent:

   

   ALA1078758

   (1S,3R)-5-[(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]cyclohexane-1,2,3-triol

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: 420.63

Molecular Weight (Monoisotopic): 420.3240

AlogP: 4.51

#Rotatable Bonds: 6

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.11

CX Basic pKa: ┄

CX LogP: 3.57

CX LogD: 3.57

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: 2.16

References

1. Sánchez-Abella L, Fernández S, Verstuyf A, Verlinden L, Gotor V, Ferrero M..  (2009)  Synthesis, conformational analysis, and biological evaluation of 19-nor-vitamin D3 analogues with A-ring modifications.,  52  (19): [PMID:19739672] [10.1021/jm900711d]

Source

Source(1):

• Scientific Literature