N-(2-(Cyclohexylamino)-4'-methyl-[4,5'-bithiazol]-2'-yl)-acetamide

ID: ALA4465048

PubChem CID: 11348293

Max Phase: Preclinical

Molecular Formula: C15H20N4OS2

Molecular Weight: 336.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1nc(C)c(-c2csc(NC3CCCCC3)n2)s1

Standard InChI:  InChI=1S/C15H20N4OS2/c1-9-13(22-15(16-9)17-10(2)20)12-8-21-14(19-12)18-11-6-4-3-5-7-11/h8,11H,3-7H2,1-2H3,(H,18,19)(H,16,17,20)

Standard InChI Key:  QJYUHPGRNQQGGG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    4.8062   -6.9771    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.1449   -6.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3990   -5.7183    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2134   -5.7183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4674   -6.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2586   -6.7040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8947   -6.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5780   -6.6380    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3703   -7.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5537   -7.4692    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9456   -8.0040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7368   -7.7962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9487   -7.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7400   -6.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3193   -7.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1074   -8.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3162   -8.3714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6248   -5.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537   -6.7040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7743   -6.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9831   -6.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9862   -5.3375    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
  6  5  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  6  1  0
  9 11  1  0
 11 12  1  0
 13 12  1  0
 14 13  1  0
 15 14  1  0
 16 15  1  0
 17 16  1  0
 12 17  1  0
  4 18  1  0
  2 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4465048

   N-[5-[2-(cyclohexylamino)-1,3-thiazol-4-yl]-4-methyl-1,3-thiazol-2-yl]acetamide

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: 336.49

Molecular Weight (Monoisotopic): 336.1079

AlogP: 4.28

#Rotatable Bonds: 4

Polar Surface Area: 66.91

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.98

CX Basic pKa: 2.58

CX LogP: 3.33

CX LogD: 3.23

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -1.85

References

1. Tassini S, Langron E, Delang L, Mirabelli C, Lanko K, Crespan E, Kissova M, Tagliavini G, Fontò G, Bertoni S, Palese S, Giorgio C, Ravanetti F, Ragionieri L, Zamperini C, Mancini A, Dreassi E, Maga G, Vergani P, Neyts J, Radi M..  (2019)  Multitarget CFTR Modulators Endowed with Multiple Beneficial Side Effects for Cystic Fibrosis Patients: Toward a Simplified Therapeutic Approach †.,  62  (23): [PMID:31729878] [10.1021/acs.jmedchem.9b01416]

Source

Source(1):

• Scientific Literature