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

ID: ALA4856145

PubChem CID: 164609739

Max Phase: Preclinical

Molecular Formula: C26H27FN2O2

Molecular Weight: 418.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2ncc3c2C=C2CCC[C@H]([C@@H](O)c4ccc(F)cc4)[C@@]2(C)C3)cc1

Standard InChI:  InChI=1S/C26H27FN2O2/c1-26-15-18-16-28-29(21-10-12-22(31-2)13-11-21)24(18)14-19(26)4-3-5-23(26)25(30)17-6-8-20(27)9-7-17/h6-14,16,23,25,30H,3-5,15H2,1-2H3/t23-,25+,26+/m1/s1

Standard InChI Key:  WGXZEYPOFOTRPN-AFESJLNVSA-N

Molfile:  

 
     RDKit          2D

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    4.0731  -14.2880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2912  -15.3661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0419  -16.1516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4932  -12.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2772  -18.5057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6377  -13.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3526  -12.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3537  -11.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6339  -11.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9219  -11.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0656  -11.3908    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    5.5003  -13.4611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4 23  1  6
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 21 25  2  0
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 27 28  1  0
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 29 21  1  0
 27 30  1  0
 24 31  1  0
  6 32  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4856145

   ---

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: 418.51

Molecular Weight (Monoisotopic): 418.2057

AlogP: 5.50

#Rotatable Bonds: 4

Polar Surface Area: 47.28

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.60

CX LogP: 5.11

CX LogD: 5.11

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -0.15

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