2-hydroxy-N-(3-(4-(3-(hydroxyamino)-3-oxoprop-1-enyl)-2-methoxyphenoxy)propyl)benzamide

ID: ALA4468821

PubChem CID: 155533216

Max Phase: Preclinical

Molecular Formula: C20H22N2O6

Molecular Weight: 386.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)NO)ccc1OCCCNC(=O)c1ccccc1O

Standard InChI:  InChI=1S/C20H22N2O6/c1-27-18-13-14(8-10-19(24)22-26)7-9-17(18)28-12-4-11-21-20(25)15-5-2-3-6-16(15)23/h2-3,5-10,13,23,26H,4,11-12H2,1H3,(H,21,25)(H,22,24)/b10-8+

Standard InChI Key:  VIZRRSCMOZSAAT-CSKARUKUSA-N

Molfile:  

 
     RDKit          2D

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   19.6070  -19.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6059  -20.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3139  -20.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0236  -20.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0208  -19.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3122  -18.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8979  -20.6255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8992  -18.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8990  -18.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7269  -18.9831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4362  -19.3890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1423  -18.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8516  -19.3837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1393  -18.1606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5578  -18.9724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1905  -20.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4825  -20.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7751  -20.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0670  -20.6233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3597  -20.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6516  -20.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3603  -19.3969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9468  -20.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2393  -20.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2382  -21.4368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9506  -21.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6552  -21.4361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9490  -19.3942    0.0000 O   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
  1  8  1  0
  8  9  1  0
  5 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 21  1  0
 23 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4468821

   ---

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: 386.40

Molecular Weight (Monoisotopic): 386.1478

AlogP: 2.12

#Rotatable Bonds: 9

Polar Surface Area: 117.12

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.18

CX Basic pKa: ┄

CX LogP: 2.29

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.23

Np Likeness Score: -0.36

References

1. Sangwan R, Rajan R, Mandal PK..  (2018)  HDAC as onco target: Reviewing the synthetic approaches with SAR study of their inhibitors.,  158  [PMID:30245394] [10.1016/j.ejmech.2018.08.073]

Source

Source(1):

• Scientific Literature