(E)-N-(3-(1H-indol-3-yl)-1-oxo-1-(p-tolylamino)propan-2-yl)-4-(3-(hydroxyamino)-3-oxoprop-1-en-1-yl)benzamide

ID: ALA4549490

PubChem CID: 155550728

Max Phase: Preclinical

Molecular Formula: C28H26N4O4

Molecular Weight: 482.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)C(Cc2c[nH]c3ccccc23)NC(=O)c2ccc(/C=C/C(=O)NO)cc2)cc1

Standard InChI:  InChI=1S/C28H26N4O4/c1-18-6-13-22(14-7-18)30-28(35)25(16-21-17-29-24-5-3-2-4-23(21)24)31-27(34)20-11-8-19(9-12-20)10-15-26(33)32-36/h2-15,17,25,29,36H,16H2,1H3,(H,30,35)(H,31,34)(H,32,33)/b15-10+

Standard InChI Key:  HXXBFLQZXDBUHI-XNTDXEJSSA-N

Molfile:  

 
     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
    7.3946  -17.4623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3934  -18.2818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1015  -18.6908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8111  -18.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8083  -17.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0997  -17.0534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6854  -18.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9780  -18.2807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6848  -19.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2700  -18.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5626  -18.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2693  -19.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5613  -19.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9767  -19.9151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8546  -18.6876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9714  -19.6750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7708  -19.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5633  -18.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1089  -18.3637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8589  -17.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0639  -17.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5191  -18.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7719  -18.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5145  -17.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2237  -17.4533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9299  -17.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6391  -17.4480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9268  -16.2249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3453  -17.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5607  -20.7311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8503  -21.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8494  -21.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5573  -22.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2677  -21.9512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2652  -21.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5577  -23.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  2  0
 11 15  1  0
 15 19  1  0
 18 16  1  0
 16 17  1  0
 17 15  2  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  5 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
 13 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 33 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549490

   ---

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: 482.54

Molecular Weight (Monoisotopic): 482.1954

AlogP: 3.97

#Rotatable Bonds: 8

Polar Surface Area: 123.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.56

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.15

Np Likeness Score: -0.58

References

1. Zhang Q, Lv J, He F, Yu C, Qu Y, Zhang X, Xu A, Wu J..  (2019)  Design, synthesis and activity evaluation of indole-based double - Branched HDAC1 inhibitors.,  27  (8): [PMID:30879863] [10.1016/j.bmc.2019.03.008]

Source

Source(1):

• Scientific Literature