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

ID: ALA4864367

PubChem CID: 164618772

Max Phase: Preclinical

Molecular Formula: C24H26N2O2S

Molecular Weight: 406.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2ncc3c2C=C2CCC[C@H]([C@@H](O)c4ccsc4)[C@@]2(C)C3)cc1

Standard InChI:  InChI=1S/C24H26N2O2S/c1-24-13-17-14-25-26(19-6-8-20(28-2)9-7-19)22(17)12-18(24)4-3-5-21(24)23(27)16-10-11-29-15-16/h6-12,14-15,21,23,27H,3-5,13H2,1-2H3/t21-,23+,24+/m1/s1

Standard InChI Key:  LPRCIKPOORTUQC-NHTMILBNSA-N

Molfile:  

 
     RDKit          2D

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    5.3248  -24.1869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1102  -30.0614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5081  -24.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0609  -23.9032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6487  -23.1881    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8412  -23.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3319  -25.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4 23  1  6
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  6 30  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4864367

   ---

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: 406.55

Molecular Weight (Monoisotopic): 406.1715

AlogP: 5.42

#Rotatable Bonds: 4

Polar Surface Area: 47.28

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.95

CX Basic pKa: 1.60

CX LogP: 4.74

CX LogD: 4.74

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -0.40

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