(S)-1-(3,4-difluoro-5-methoxyphenyl)-1-((4aR,5S)-4a-methyl-1-p-tolyl-4,4a,5,6,7,8-hexahydro-1H-benzo[f]indazol-5-yl)ethanol

ID: ALA4868414

PubChem CID: 164623802

Max Phase: Preclinical

Molecular Formula: C27H28F2N2O2

Molecular Weight: 450.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc([C@](C)(O)[C@H]2CCCC3=Cc4c(cnn4-c4ccc(C)cc4)CC32)cc(F)c1F

Standard InChI:  InChI=1S/C27H28F2N2O2/c1-16-7-9-20(10-8-16)31-24-12-17-5-4-6-22(21(17)11-18(24)15-30-31)27(2,32)19-13-23(28)26(29)25(14-19)33-3/h7-10,12-15,21-22,32H,4-6,11H2,1-3H3/t21?,22-,27-/m0/s1

Standard InChI Key:  HHUWKZBMPIXQNI-PPYNKBHJSA-N

Molfile:  

 
     RDKit          2D

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   35.5592  -14.0460    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   36.9095  -13.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.1910  -11.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.6201  -13.4411    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   37.6237  -11.7897    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   36.1898  -10.9632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9011  -10.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868414

   ---

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: 450.53

Molecular Weight (Monoisotopic): 450.2119

AlogP: 5.73

#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: 13.90

CX Basic pKa: 1.61

CX LogP: 5.74

CX LogD: 5.74

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.55

Np Likeness Score: -0.49

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