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

ID: ALA4877132

PubChem CID: 164629155

Max Phase: Preclinical

Molecular Formula: C23H23BrN4O4

Molecular Weight: 499.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCCCCCO/N=C1C(=C2/C(=O)Nc3ccccc32)/Nc2ccc(Br)cc2/1)NO

Standard InChI:  InChI=1S/C23H23BrN4O4/c24-14-10-11-18-16(13-14)21(28-32-12-6-2-1-3-9-19(29)27-31)22(25-18)20-15-7-4-5-8-17(15)26-23(20)30/h4-5,7-8,10-11,13,25,31H,1-3,6,9,12H2,(H,26,30)(H,27,29)/b22-20-,28-21+

Standard InChI Key:  PVULHVDEYLMGRF-NXGRKYSHSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    5.2533  -11.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0783  -11.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0019  -10.3067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6679   -9.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3365  -10.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0905   -9.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1769   -9.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5033   -8.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7520   -9.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7717  -11.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9466  -11.7580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6878  -12.5425    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0243  -12.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3557  -13.0255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4408  -13.8438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1942  -14.1820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8631  -13.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7745  -12.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4608  -11.0891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5648  -11.7597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3854  -11.6742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8719  -12.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6925  -12.2571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1748  -12.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9954  -12.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4819  -13.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3025  -13.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7848  -14.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6054  -14.0018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4506  -14.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0919  -14.6662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9306   -8.8127    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
 10 11  1  0
 11 12  1  0
 12 14  1  0
 13 10  1  0
  1 10  2  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 19  2  0
  2 20  2  0
 20 21  1  0
 21 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
 28 30  2  0
 29 31  1  0
  7 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4877132

   ---

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: 499.37

Molecular Weight (Monoisotopic): 498.0903

AlogP: 4.41

#Rotatable Bonds: 8

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: 3.79

CX LogP: 3.47

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.19

Np Likeness Score: -0.14

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