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

ID: ALA4850604

PubChem CID: 164616723

Max Phase: Preclinical

Molecular Formula: C22H28N2O2

Molecular Weight: 352.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2ncc3c2C=C2CCC[C@H](C(C)(C)O)[C@@]2(C)C3)cc1

Standard InChI:  InChI=1S/C22H28N2O2/c1-21(2,25)20-7-5-6-16-12-19-15(13-22(16,20)3)14-23-24(19)17-8-10-18(26-4)11-9-17/h8-12,14,20,25H,5-7,13H2,1-4H3/t20-,22+/m1/s1

Standard InChI Key:  WHGKWYAFLKLWNU-IRLDBZIGSA-N

Molfile:  

 
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   17.0510   -1.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6434   -0.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0546   -3.8048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7686   -3.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7686   -2.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0546   -2.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3407   -3.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3433   -2.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6309   -2.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6299   -3.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9168   -3.3989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9156   -2.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1314   -2.3227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6504   -2.9867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1333   -3.6533    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8841   -4.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0744   -4.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8213   -5.3961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3728   -6.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1847   -5.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4383   -5.0503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7689   -0.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8485   -1.9356    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1191   -6.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3147   -6.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3433   -1.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  9 27  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4850604

   ---

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: 352.48

Molecular Weight (Monoisotopic): 352.2151

AlogP: 4.40

#Rotatable Bonds: 3

Polar Surface Area: 47.28

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.60

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.89

Np Likeness Score: 0.41

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