(E)-N-(3-(1H-indol-3-yl)-1-(isobutylamino)-1-oxopropan-2-yl)-4-(3-(hydroxyamino)-3-oxoprop-1-en-1-yl)benzamide

ID: ALA4518933

PubChem CID: 155541458

Max Phase: Preclinical

Molecular Formula: C25H28N4O4

Molecular Weight: 448.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)CNC(=O)C(Cc1c[nH]c2ccccc12)NC(=O)c1ccc(/C=C/C(=O)NO)cc1

Standard InChI:  InChI=1S/C25H28N4O4/c1-16(2)14-27-25(32)22(13-19-15-26-21-6-4-3-5-20(19)21)28-24(31)18-10-7-17(8-11-18)9-12-23(30)29-33/h3-12,15-16,22,26,33H,13-14H2,1-2H3,(H,27,32)(H,28,31)(H,29,30)/b12-9+

Standard InChI Key:  KOWOOWBACFWEEA-FMIVXFBMSA-N

Molfile:  

 
     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
   24.1759  -17.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1747  -18.7275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8828  -19.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5924  -18.7271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5896  -17.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8810  -17.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4667  -19.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7593  -18.7264    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4661  -19.9528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0513  -19.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3439  -18.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0506  -19.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3426  -20.3597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7580  -20.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6359  -19.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7527  -20.1207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5521  -19.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3446  -19.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8902  -18.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6403  -18.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8452  -17.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3004  -18.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5532  -19.2452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2958  -17.4931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0050  -17.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7112  -17.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4204  -17.8937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.7081  -16.6706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1266  -17.4825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3420  -21.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0465  -21.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0480  -22.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7534  -21.1719    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
 31 30  1  0
 31 32  1  0
 31 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518933

   ---

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: 448.52

Molecular Weight (Monoisotopic): 448.2111

AlogP: 2.80

#Rotatable Bonds: 9

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: 2.86

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.20

Np Likeness Score: -0.27

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