4-((1R,3aR,4S,7aR)-7a-methyl-1-((R)-6-methylheptan-2-yl)octahydro-1H-inden-4-ylamino)phenol

ID: ALA3408015

Chembl Id: CHEMBL3408015

PubChem CID: 118730495

Max Phase: Preclinical

Molecular Formula: C24H39NO

Molecular Weight: 357.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H](Nc3ccc(O)cc3)CCC[C@]12C

Standard InChI:  InChI=1S/C24H39NO/c1-17(2)7-5-8-18(3)21-14-15-22-23(9-6-16-24(21,22)4)25-19-10-12-20(26)13-11-19/h10-13,17-18,21-23,25-26H,5-9,14-16H2,1-4H3/t18-,21-,22+,23+,24-/m1/s1

Standard InChI Key:  VXFKLMHFYSPAMR-CJNUZUDLSA-N

Alternative Forms

1. Parent:

   

   ALA3408015

   ---

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: 357.58

Molecular Weight (Monoisotopic): 357.3032

AlogP: 6.85

#Rotatable Bonds: 7

Polar Surface Area: 32.26

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.35

CX Basic pKa: 6.37

CX LogP: 6.96

CX LogD: 6.92

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.52

Np Likeness Score: 1.38

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