(R)-(4-fluorophenyl)((4aR,5S)-4a-methyl-1-p-tolyl-4,4a,5,6,7,8-hexahydro-1H-benzo[f]indazol-5-yl)methanol

ID: ALA4866467

PubChem CID: 164620554

Max Phase: Preclinical

Molecular Formula: C26H27FN2O

Molecular Weight: 402.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-n2ncc3c2C=C2CCC[C@H]([C@@H](O)c4ccc(F)cc4)[C@@]2(C)C3)cc1

Standard InChI:  InChI=1S/C26H27FN2O/c1-17-6-12-22(13-7-17)29-24-14-20-4-3-5-23(26(20,2)15-19(24)16-28-29)25(30)18-8-10-21(27)11-9-18/h6-14,16,23,25,30H,3-5,15H2,1-2H3/t23-,25+,26+/m1/s1

Standard InChI Key:  OKSBJDWRTWWCNM-AFESJLNVSA-N

Molfile:  

 
     RDKit          2D

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    4.9138  -15.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6278  -15.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6278  -14.6141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9138  -14.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1998  -15.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2024  -14.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4899  -14.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4889  -15.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7757  -15.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745  -14.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9903  -14.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5093  -15.0297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9922  -15.6963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7430  -16.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332  -16.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6801  -17.4393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2317  -18.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0436  -17.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2972  -17.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9124  -13.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6281  -12.9554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1952  -12.9579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7077  -13.9785    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9779  -18.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3406  -13.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0558  -12.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0569  -12.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3368  -11.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6245  -12.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7690  -11.7194    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.2024  -13.7909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  6  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  8  5  2  0
  9 10  2  0
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 12 13  1  0
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 17 18  1  0
 18 19  2  0
 19 14  1  0
 13 14  1  0
  4 20  1  0
 20 21  1  0
 20 22  1  1
  4 23  1  6
 17 24  1  0
 21 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 21  1  0
 27 30  1  0
  6 31  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4866467

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 402.51

Molecular Weight (Monoisotopic): 402.2107

AlogP: 5.80

#Rotatable Bonds: 3

Polar Surface Area: 38.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.60

CX LogP: 5.78

CX LogD: 5.78

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.60

Np Likeness Score: -0.24

References

1. Kennedy BJ, Lato AM, Fisch AR, Burke SJ, Kirkland JK, Prevatte CW, Dunlap LE, Smith RT, Vogiatzis KD, Collier JJ, Campagna SR..  (2021)  Potent Anti-Inflammatory, Arylpyrazole-Based Glucocorticoid Receptor Agonists That Do Not Impair Insulin Secretion.,  12  (10.0): [PMID:34676039] [10.1021/acsmedchemlett.1c00379]

Source

Source(1):

• Scientific Literature