2-((4aR,5S)-4a-methyl-1-p-tolyl-4,4a,5,6,7,8-hexahydro-1H-benzo[f]indazol-5-yl)propan-2-ol

ID: ALA4853394

PubChem CID: 164612279

Max Phase: Preclinical

Molecular Formula: C22H28N2O

Molecular Weight: 336.48

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H28N2O/c1-15-8-10-18(11-9-15)24-19-12-17-6-5-7-20(21(2,3)25)22(17,4)13-16(19)14-23-24/h8-12,14,20,25H,5-7,13H2,1-4H3/t20-,22+/m1/s1

Standard InChI Key:  WMLSVZWELNQIFO-IRLDBZIGSA-N

Molfile:  

 
     RDKit          2D

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   14.9285   -1.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7509   -1.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3432   -0.9347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7545   -4.1288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4685   -3.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4685   -2.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7545   -2.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0406   -3.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0431   -2.8970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3308   -2.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3297   -4.1299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6167   -3.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6155   -2.8990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8313   -2.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3503   -3.3107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8332   -3.9773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5840   -4.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7743   -4.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5213   -5.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0727   -6.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8846   -6.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1382   -5.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4688   -1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5484   -2.2596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8191   -7.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0431   -2.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 24  1  6
 20 25  1  0
  9 26  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4853394

   ---

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: 336.48

Molecular Weight (Monoisotopic): 336.2202

AlogP: 4.70

#Rotatable Bonds: 2

Polar Surface Area: 38.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.60

CX LogP: 4.55

CX LogD: 4.55

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.86

Np Likeness Score: 0.33

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