7-[(E)-[(2Z)-2-(5-nitro-2-oxo-indolin-3-ylidene)indolin-3-ylidene]amino]oxyheptanehydroxamic acid

ID: ALA4871004

PubChem CID: 164623872

Max Phase: Preclinical

Molecular Formula: C23H23N5O6

Molecular Weight: 465.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCCCCO/N=C1C(=C2/C(=O)Nc3ccc([N+](=O)[O-])cc32)/Nc2ccccc2/1)NO

Standard InChI:  InChI=1S/C23H23N5O6/c29-19(26-31)9-3-1-2-6-12-34-27-21-15-7-4-5-8-17(15)24-22(21)20-16-13-14(28(32)33)10-11-18(16)25-23(20)30/h4-5,7-8,10-11,13,24,31H,1-3,6,9,12H2,(H,25,30)(H,26,29)/b22-20-,27-21+

Standard InChI Key:  LMFZYEAHJSGAHR-DYGSTNMMSA-N

Molfile:  

 
     RDKit          2D

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    4.7627  -11.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6851  -10.4789    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3502   -9.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4348   -9.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4537  -11.9301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287  -11.9291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3728  -12.7133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0679  -11.8448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3732  -12.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8579  -13.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6784  -13.0081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1631  -13.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9838  -13.5898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4685  -14.2575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2890  -14.1715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1326  -15.0111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7737  -14.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3023  -14.1963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9682  -13.7090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3915  -15.0165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  5  1  0
  4  3  1  0
  3  1  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
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  8  9  2  0
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  1 10  2  0
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 18 13  1  0
 11 19  2  0
  2 20  2  0
 20 21  1  0
 21 22  1  0
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 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 29 31  1  0
 32 33  2  0
 32 34  1  0
 17 32  1  0
M  CHG  2  32   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4871004

   ---

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: 465.47

Molecular Weight (Monoisotopic): 465.1648

AlogP: 3.56

#Rotatable Bonds: 9

Polar Surface Area: 155.19

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.88

CX Basic pKa: 3.82

CX LogP: 2.64

CX LogD: 2.63

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.15

Np Likeness Score: -0.38

References

1. Cao Z, Yang F, Wang J, Gu Z, Lin S, Wang P, An J, Liu T, Li Y, Li Y, Lin H, Zhao Y, He B..  (2021)  Indirubin Derivatives as Dual Inhibitors Targeting Cyclin-Dependent Kinase and Histone Deacetylase for Treating Cancer.,  64  (20.0): [PMID:34624191] [10.1021/acs.jmedchem.1c01311]

Source

Source(1):

• Scientific Literature