ethyl 3-(2-(7-(hydroxyamino)-7-oxoheptanamido)thiazol-4-yl)phenylcarbamate

ID: ALA4464421

PubChem CID: 155530597

Max Phase: Preclinical

Molecular Formula: C19H24N4O5S

Molecular Weight: 420.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)Nc1cccc(-c2csc(NC(=O)CCCCCC(=O)NO)n2)c1

Standard InChI:  InChI=1S/C19H24N4O5S/c1-2-28-19(26)20-14-8-6-7-13(11-14)15-12-29-18(21-15)22-16(24)9-4-3-5-10-17(25)23-27/h6-8,11-12,27H,2-5,9-10H2,1H3,(H,20,26)(H,23,25)(H,21,22,24)

Standard InChI Key:  LISXISRRNAENFL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   34.2851  -11.1133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9913  -10.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2882  -11.9305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7005  -11.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4067  -10.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1159  -11.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8221  -10.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5313  -11.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2375  -10.6861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5344  -11.9145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.9467  -11.0920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8697  -11.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1226  -10.7900    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5780  -11.3993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9893  -12.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7880  -11.9325    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.5385  -12.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3539  -12.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7608  -11.3991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3535  -10.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5349  -10.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1317  -11.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1237   -9.9897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5296   -9.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1183   -8.5743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3468   -9.2774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5243   -7.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1130   -7.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  1  0
  1 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
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 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 20 15  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4464421

   ---

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: 420.49

Molecular Weight (Monoisotopic): 420.1467

AlogP: 3.77

#Rotatable Bonds: 10

Polar Surface Area: 129.65

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.92

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.04

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.26

Np Likeness Score: -1.52

References

1. Amin SA, Adhikari N, Kotagiri S, Jha T, Ghosh B..  (2019)  Histone deacetylase 3 inhibitors in learning and memory processes with special emphasis on benzamides.,  166  [PMID:30735902] [10.1016/j.ejmech.2019.01.077]

Source

Source(1):

• Scientific Literature