N'-hexadecylthiophene-2-carbohydrazide

ID: ALA4777961

Cas Number: 2374313-54-7

PubChem CID: 139035087

Product Number: S413586, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H38N2OS

Molecular Weight: 366.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCCCCCNNC(=O)c1cccs1

Standard InChI:  InChI=1S/C21H38N2OS/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18-22-23-21(24)20-17-16-19-25-20/h16-17,19,22H,2-15,18H2,1H3,(H,23,24)

Standard InChI Key:  HSHXDCVZWHOWCS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
   -5.1312    0.9432    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4667    0.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8537   -0.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1392    0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3107    0.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7587    1.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0136    2.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    1.2985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3997    1.9116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5927    1.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0406    2.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2337    2.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3184    2.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1253    2.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6774    3.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4843    3.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0364    3.6778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8434    3.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3954    4.1194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2024    3.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7544    4.5609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5614    4.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1134    5.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9204    4.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4724    5.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  1  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777961

   SIS17

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: 366.62

Molecular Weight (Monoisotopic): 366.2705

AlogP: 6.46

#Rotatable Bonds: 17

Polar Surface Area: 41.13

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.65

CX Basic pKa: 3.69

CX LogP: 7.32

CX LogD: 7.32

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.25

Np Likeness Score: -0.94

References

1. Ho TCS,Chan AHY,Ganesan A.  (2020)  Thirty Years of HDAC Inhibitors: 2020 Insight and Hindsight.,  63  (21.0): [PMID:32608981] [10.1021/acs.jmedchem.0c00830]

2. Dallavalle S, Musso L, Cincinelli R, Darwiche N, Gervasoni S, Vistoli G, Guglielmi MB, La Porta I, Pizzulo M, Modica E, Prosperi F, Signorino G, Colelli F, Cardile F, Fucci A, D'Andrea EL, Riccio A, Pisano C..  (2022)  Antitumor activity of novel POLA1-HDAC11 dual inhibitors.,  228  [PMID:34772529] [10.1016/j.ejmech.2021.113971]

Source

Source(1):

• Scientific Literature