(1alpha,3beta)-17-[2-(4-Hydroxy-4-methylpentyl)phenyl]-9,10-secoandrosta-5,7,10(19),16-tetraen-1,3-diol

ID: ALA3359604

Chembl Id: CHEMBL3359604

PubChem CID: 118723729

Max Phase: Preclinical

Molecular Formula: C31H42O3

Molecular Weight: 462.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1/C(=C\C=C2/CCC[C@]3(C)C(c4ccccc4CCCC(C)(C)O)=CC[C@@H]23)C[C@@H](O)C[C@@H]1O

Standard InChI:  InChI=1S/C31H42O3/c1-21-24(19-25(32)20-29(21)33)14-13-23-11-8-18-31(4)27(23)15-16-28(31)26-12-6-5-9-22(26)10-7-17-30(2,3)34/h5-6,9,12-14,16,25,27,29,32-34H,1,7-8,10-11,15,17-20H2,2-4H3/b23-13+,24-14-/t25-,27+,29+,31+/m1/s1

Standard InChI Key:  JAFRYNGDVUPANY-FZJCNKKLSA-N

Alternative Forms

1. Parent:

   

   ALA3359604

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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: 462.67

Molecular Weight (Monoisotopic): 462.3134

AlogP: 6.30

#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: ┄

CX Basic pKa: ┄

CX LogP: 5.00

CX LogD: 5.00

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: 2.14

References

1. Liu C, Zhao GD, Mao X, Suenaga T, Fujishima T, Zhang CM, Liu ZP..  (2014)  Synthesis and biological evaluation of 1α,25-dihydroxyvitamin D3 analogues with aromatic side chains attached at C-17.,  85  [PMID:25127149] [10.1016/j.ejmech.2014.08.031]

Source

Source(1):

• Scientific Literature