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

ID: ALA4872009

PubChem CID: 164624736

Max Phase: Preclinical

Molecular Formula: C25H28N2OS

Molecular Weight: 404.58

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H28N2OS/c1-17-7-9-21(10-8-17)27-22-13-19-5-4-6-23(24(19,2)14-18(22)15-26-27)25(3,28)20-11-12-29-16-20/h7-13,15-16,23,28H,4-6,14H2,1-3H3/t23-,24-,25-/m0/s1

Standard InChI Key:  LMUMLYVXRLBQRQ-SDHOMARFSA-N

Molfile:  

 
     RDKit          2D

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   14.9332  -25.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7554  -25.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3479  -24.9413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7591  -28.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4729  -27.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4729  -26.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7591  -26.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0452  -27.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0479  -26.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3356  -26.4884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3346  -28.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6217  -27.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6205  -26.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8365  -26.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3556  -27.3168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8385  -27.9831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5893  -28.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7798  -28.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5267  -29.7255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0781  -30.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8899  -30.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1433  -29.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4731  -25.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5527  -26.2659    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8245  -31.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2264  -25.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7816  -24.9629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3692  -24.2451    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.5592  -24.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0479  -26.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  1
  9  7  1  0
  8  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  9  1  0
  9 10  1  0
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 12 11  1  0
 11  8  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 16 17  1  0
  7  2  1  0
  2 23  1  0
  7 24  1  6
 20 25  1  0
 23 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 23  2  0
  9 30  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4872009

   ---

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: 404.58

Molecular Weight (Monoisotopic): 404.1922

AlogP: 5.90

#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: 13.84

CX Basic pKa: 1.60

CX LogP: 5.69

CX LogD: 5.69

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -0.25

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