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

ID: ALA4877227

PubChem CID: 164626842

Max Phase: Preclinical

Molecular Formula: C21H26N2O

Molecular Weight: 322.45

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H26N2O/c1-14-7-9-18(10-8-14)23-20-11-17-5-4-6-19(15(2)24)21(17,3)12-16(20)13-22-23/h7-11,13,15,19,24H,4-6,12H2,1-3H3/t15-,19+,21-/m0/s1

Standard InChI Key:  NEEUNPHRBDQZAB-DLVCFXQMSA-N

Molfile:  

 
     RDKit          2D

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    5.6676   -4.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3813   -4.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3813   -3.4049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6676   -2.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9538   -4.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563   -3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2442   -2.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2431   -4.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5304   -4.2325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5292   -3.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7452   -3.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644   -3.8204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7472   -4.4868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4980   -5.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6885   -5.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4355   -6.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9868   -6.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7986   -6.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0520   -5.8833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6661   -2.1593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3816   -1.7469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492   -1.7494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4612   -2.7697    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7332   -7.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9563   -2.5817    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
  6 25  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4877227

   ---

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: 322.45

Molecular Weight (Monoisotopic): 322.2045

AlogP: 4.31

#Rotatable Bonds: 2

Polar Surface Area: 38.05

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.60

CX LogP: 4.27

CX LogD: 4.27

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.89

Np Likeness Score: 0.23

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