8-(Piperazin-1-yl)-3-propyl-6-(3,6,6-trimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indazol-1-yl)isoquinolin-1(2H)-one

ID: ALA4762355

PubChem CID: 149044810

Max Phase: Preclinical

Molecular Formula: C26H33N5O2

Molecular Weight: 447.58

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCc1cc2cc(-n3nc(C)c4c3CC(C)(C)CC4=O)cc(N3CCNCC3)c2c(=O)[nH]1

Standard InChI:  InChI=1S/C26H33N5O2/c1-5-6-18-11-17-12-19(13-20(24(17)25(33)28-18)30-9-7-27-8-10-30)31-21-14-26(3,4)15-22(32)23(21)16(2)29-31/h11-13,27H,5-10,14-15H2,1-4H3,(H,28,33)

Standard InChI Key:  QIHNHECWQYHTKE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.5093  -27.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6852  -26.2584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5815  -28.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4493  -26.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1945  -26.9431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2766  -26.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5304  -26.9475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3388  -27.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8313  -25.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5785  -24.7533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9670  -25.4877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1498  -31.1397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5667  -31.1379    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2809  -30.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2866  -29.9139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5780  -29.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9920  -31.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7099  -30.7465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4209  -31.1649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466  -29.9036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348  -29.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0235  -29.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0213  -30.7279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7366  -31.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542  -30.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
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  6 17  1  0
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  8  9  2  0
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  1 13  1  0
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 26 27  1  0
 17 28  1  0
 28 29  1  0
 28 33  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762355

   ---

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: 447.58

Molecular Weight (Monoisotopic): 447.2634

AlogP: 3.54

#Rotatable Bonds: 4

Polar Surface Area: 83.02

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.52

CX Basic pKa: 8.81

CX LogP: 2.94

CX LogD: 1.52

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.64

Np Likeness Score: -0.77

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