8-(((1r,4r)-4-Hydroxycyclohexyl)amino)-3-(hydroxymethyl)-6-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)-isoquinolin-1(2H)-one

ID: ALA4763239

PubChem CID: 153370939

Max Phase: Preclinical

Molecular Formula: C26H32N4O4

Molecular Weight: 464.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nn(-c2cc(N[C@H]3CC[C@H](O)CC3)c3c(=O)[nH]c(CO)cc3c2)c2c1C(=O)CC(C)(C)C2

Standard InChI:  InChI=1S/C26H32N4O4/c1-14-23-21(11-26(2,3)12-22(23)33)30(29-14)18-9-15-8-17(13-31)28-25(34)24(15)20(10-18)27-16-4-6-19(32)7-5-16/h8-10,16,19,27,31-32H,4-7,11-13H2,1-3H3,(H,28,34)/t16-,19-

Standard InChI Key:  SSQSXISQRCWETH-RUCARUNLSA-N

Molfile:  

 
     RDKit          2D

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   13.7036  -18.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3137  -19.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4897  -18.3169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1044  -20.7213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1044  -21.5464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8164  -21.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.8164  -20.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3887  -20.3109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3859  -20.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6670  -20.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9554  -20.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6663  -19.4855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2537  -18.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.6357  -17.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3829  -16.8118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7714  -17.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9644  -21.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2466  -21.9538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9542  -23.1983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6726  -21.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6669  -22.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3711  -23.1965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0854  -22.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0910  -21.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3824  -21.5548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7964  -23.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7895  -24.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  4  5  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  4 10  1  6
  7 25  1  1
 32 11  2  0
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 18 19  1  0
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  1 20  1  0
 20 21  1  0
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 15 23  1  0
 28 26  2  0
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 24 25  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 30 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4763239

   ---

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: 464.57

Molecular Weight (Monoisotopic): 464.2424

AlogP: 3.39

#Rotatable Bonds: 4

Polar Surface Area: 120.24

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.05

CX Basic pKa: 2.73

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -0.55

References

1. Mishra SJ,Liu W,Beebe K,Banerjee M,Kent CN,Munthali V,Koren J,Taylor JA,Neckers LM,Holzbeierlein J,Blagg BSJ.  (2021)  The Development of Hsp90β-Selective Inhibitors to Overcome Detriments Associated with pan-Hsp90 Inhibition.,  64  (3.0): [PMID:33428418] [10.1021/acs.jmedchem.0c01700]

Source

Source(1):

• Scientific Literature