ID: ALA3408158

Max Phase: Preclinical

Molecular Formula: C25H39NO2

Molecular Weight: 385.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H](NC(=O)c3cccc(O)c3)CCC[C@]12C

Standard InChI:  InChI=1S/C25H39NO2/c1-17(2)8-5-9-18(3)21-13-14-22-23(12-7-15-25(21,22)4)26-24(28)19-10-6-11-20(27)16-19/h6,10-11,16-18,21-23,27H,5,7-9,12-15H2,1-4H3,(H,26,28)/t18-,21-,22+,23+,25-/m1/s1

Standard InChI Key:  BHDXWXUWTTZBJD-BZTZPJLGSA-N

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

Properties

Molecular Weight: 385.59

Molecular Weight (Monoisotopic): 385.2981

AlogP: 6.17

#Rotatable Bonds: 7

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.82

CX Basic pKa:

CX LogP: 6.56

CX LogD: 6.54

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: 1.03

References

1. DeBerardinis AM, Raccuia DS, Thompson EN, Maschinot CA, Kyle Hadden M..  (2015)  Vitamin D3 analogues that contain modified A- and seco-B-rings as hedgehog pathway inhibitors.,  93  [PMID:25676864] [10.1016/j.ejmech.2015.01.049]

2. Maschinot CA, Chau LQ, Wechsler-Reya RJ, Hadden MK..  (2019)  Synthesis and evaluation of third generation vitamin D3 analogues as inhibitors of Hedgehog signaling.,  162  [PMID:30471551] [10.1016/j.ejmech.2018.11.028]

Source

Source(1):

• Scientific Literature