6-[(E)-[(2Z)-2-(5-bromo-2-oxo-indolin-3-ylidene)indolin-3-ylidene]amino]oxyhexanehydroxamic acid

ID: ALA4874581

PubChem CID: 164627882

Max Phase: Preclinical

Molecular Formula: C22H21BrN4O4

Molecular Weight: 485.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCCCO/N=C1C(=C2/C(=O)Nc3ccc(Br)cc32)/Nc2ccccc2/1)NO

Standard InChI:  InChI=1S/C22H21BrN4O4/c23-13-9-10-17-15(12-13)19(22(29)25-17)21-20(14-6-3-4-7-16(14)24-21)27-31-11-5-1-2-8-18(28)26-30/h3-4,6-7,9-10,12,24,30H,1-2,5,8,11H2,(H,25,29)(H,26,28)/b21-19-,27-20+

Standard InChI Key:  AIJWBTUGLHVJMJ-IVGNLCKYSA-N

Molfile:  

 
     RDKit          2D

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   30.9514  -16.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7764  -16.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6989  -15.5250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3639  -15.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0317  -15.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7853  -15.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8721  -14.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1993  -13.8828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4485  -14.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4655  -16.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2611  -16.9768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0817  -16.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6424  -16.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3865  -17.7594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1583  -16.3070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7214  -17.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0534  -18.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1391  -19.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8920  -19.3986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5602  -18.9099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4711  -18.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664  -17.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3869  -17.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8716  -18.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6922  -18.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1769  -18.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9975  -18.6359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4822  -19.3036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3027  -19.2176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3333  -17.8823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3150  -19.2428    0.0000 Br  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
  7  8  1  0
  8  9  2  0
  9  4  1  0
  1 10  2  0
  2 11  2  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 17  1  0
 16 10  1  0
 13 15  2  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 12 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 20 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874581

   ---

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: 485.34

Molecular Weight (Monoisotopic): 484.0746

AlogP: 4.02

#Rotatable Bonds: 7

Polar Surface Area: 112.05

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.90

CX Basic pKa: 3.82

CX LogP: 3.02

CX LogD: 3.01

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.20

Np Likeness Score: -0.15

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