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

ID: ALA4863316

PubChem CID: 164621667

Max Phase: Preclinical

Molecular Formula: C21H26N2O2

Molecular Weight: 338.45

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H26N2O2/c1-14(24)19-6-4-5-16-11-20-15(12-21(16,19)2)13-22-23(20)17-7-9-18(25-3)10-8-17/h7-11,13-14,19,24H,4-6,12H2,1-3H3/t14-,19+,21-/m0/s1

Standard InChI Key:  MJSMWRLVSUMWSN-ZKYUUJBMSA-N

Molfile:  

 
     RDKit          2D

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    6.9644   -4.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778   -3.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778   -3.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9644   -2.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2510   -3.9058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2536   -3.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5416   -2.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5405   -4.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8281   -3.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269   -3.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0433   -2.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5627   -3.4951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0452   -4.1612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7962   -4.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9870   -5.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7342   -5.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2852   -6.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0966   -6.3423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3499   -5.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9630   -1.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6781   -1.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2463   -1.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7577   -2.4447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0318   -7.2996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5820   -7.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2536   -2.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  1  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  5  6  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  8  5  2  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 13 14  1  0
  4 20  1  0
 20 21  1  0
 20 22  1  1
  4 23  1  6
 17 24  1  0
 24 25  1  0
  6 26  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4863316

   ---

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: 338.45

Molecular Weight (Monoisotopic): 338.1994

AlogP: 4.01

#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: 3.60

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.92

Np Likeness Score: 0.32

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