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

ID: ALA4860401

PubChem CID: 164616022

Max Phase: Preclinical

Molecular Formula: C26H28N2O

Molecular Weight: 384.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-n2ncc3c2C=C2CCC[C@H]([C@@H](O)c4ccccc4)[C@@]2(C)C3)cc1

Standard InChI:  InChI=1S/C26H28N2O/c1-18-11-13-22(14-12-18)28-24-15-21-9-6-10-23(25(29)19-7-4-3-5-8-19)26(21,2)16-20(24)17-27-28/h3-5,7-8,11-15,17,23,25,29H,6,9-10,16H2,1-2H3/t23-,25+,26+/m1/s1

Standard InChI Key:  WZLSYKQRHBXSKA-AFESJLNVSA-N

Molfile:  

 
     RDKit          2D

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   25.4593   -4.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.0314   -4.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0340   -3.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3216   -3.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3206   -5.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.3413   -4.2283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8243   -4.8949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5750   -5.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.4595   -2.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0268   -2.1569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5391   -3.1773    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.8101   -8.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1718   -2.5688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8869   -2.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8880   -1.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1680   -0.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4558   -1.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0340   -2.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  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
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 27 28  1  0
 28 29  2  0
 29 21  1  0
  6 30  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4860401

   ---

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: 384.52

Molecular Weight (Monoisotopic): 384.2202

AlogP: 5.66

#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: 5.63

CX LogD: 5.63

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: 0.01

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