2-Ethynyl-N-(7-(hydroxyamino)-7-oxoheptyl)thiazole-4-carboxamide

ID: ALA5209294

PubChem CID: 167312227

Max Phase: Preclinical

Molecular Formula: C13H17N3O3S

Molecular Weight: 295.36

Names and Identifiers

Canonical SMILES:  C#Cc1nc(C(=O)NCCCCCCC(=O)NO)cs1

Standard InChI:  InChI=1S/C13H17N3O3S/c1-2-12-15-10(9-20-12)13(18)14-8-6-4-3-5-7-11(17)16-19/h1,9,19H,3-8H2,(H,14,18)(H,16,17)

Standard InChI Key:  XRBINVLWFQEUIS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -3.3437   -1.3683    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7419   -0.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1778   -0.0437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4309   -0.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5335   -1.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5542   -0.5006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3665   -0.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7538    0.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8238    0.8996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0068   -0.2730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297    0.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4171   -0.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0943    0.3196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8413   -0.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5184    0.4408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2654    0.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9424    0.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6895    0.2114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7673    1.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3665    0.6831    0.0000 O   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
  5  1  1  0
  2  6  1  0
  6  7  3  0
  4  8  1  0
  8  9  2  0
  8 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
 17 19  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5209294

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 295.36

Molecular Weight (Monoisotopic): 295.0991

AlogP: 1.31

#Rotatable Bonds: 8

Polar Surface Area: 91.32

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 1.15

CX LogD: 1.13

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.29

Np Likeness Score: -0.83

References

1. Karaj E, Sindi SH, Kuganesan N, Koranne RA, Knoff JR, James AW, Fu Y, Kotsull LN, Pflum MK, Shah Z, Taylor WR, Tillekeratne LMV..  (2022)  First-in-Class Dual Mechanism Ferroptosis-HDAC Inhibitor Hybrids.,  65  (21.0): [PMID:36306372] [10.1021/acs.jmedchem.2c01276]

Source

Source(1):

• Scientific Literature