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

ID: ALA4875267

PubChem CID: 164627656

Max Phase: Preclinical

Molecular Formula: C24H26N2OS

Molecular Weight: 390.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-n2ncc3c2C=C2CCC[C@H]([C@@H](O)c4ccsc4)[C@@]2(C)C3)cc1

Standard InChI:  InChI=1S/C24H26N2OS/c1-16-6-8-20(9-7-16)26-22-12-19-4-3-5-21(23(27)17-10-11-28-15-17)24(19,2)13-18(22)14-25-26/h6-12,14-15,21,23,27H,3-5,13H2,1-2H3/t21-,23+,24+/m1/s1

Standard InChI Key:  NJDWQWKXBYRXJF-NHTMILBNSA-N

Molfile:  

 
     RDKit          2D

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    7.5111  -26.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7978  -25.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0843  -26.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0869  -26.1655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3751  -25.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3741  -27.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617  -26.9907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3963  -26.5788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8787  -27.2449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6298  -28.0301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8207  -28.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5679  -28.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1188  -29.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9301  -29.4258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5114  -24.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0797  -24.5089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6204  -25.2634    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8654  -30.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2628  -24.8382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8157  -24.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4034  -23.5101    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.5961  -23.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0869  -25.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 13 14  1  0
  4 20  1  0
 20 21  1  0
 20 22  1  1
  4 23  1  6
 17 24  1  0
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 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 21  2  0
  6 29  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4875267

   ---

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: 390.55

Molecular Weight (Monoisotopic): 390.1766

AlogP: 5.72

#Rotatable Bonds: 3

Polar Surface Area: 38.05

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.95

CX Basic pKa: 1.60

CX LogP: 5.41

CX LogD: 5.41

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -0.50

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