N-{5-[2-Thieno(3,2-b)thiophenylmethyl]thiazol-2-yl}cyclohexanecarboxamide

ID: ALA4228840

PubChem CID: 145988822

Max Phase: Preclinical

Molecular Formula: C17H18N2OS3

Molecular Weight: 362.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ncc(Cc2cc3sccc3s2)s1)C1CCCCC1

Standard InChI:  InChI=1S/C17H18N2OS3/c20-16(11-4-2-1-3-5-11)19-17-18-10-13(23-17)8-12-9-15-14(22-12)6-7-21-15/h6-7,9-11H,1-5,8H2,(H,18,19,20)

Standard InChI Key:  YIKYGYDYMPBVIG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   35.4730   -2.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1202   -2.5976    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.7958   -2.1377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5651   -1.3511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.7490   -1.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5652   -2.4132    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7113   -3.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4806   -3.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0880   -3.7457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6886   -2.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4951   -3.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7439   -3.4325    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.0284   -3.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5992   -4.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8085   -4.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3813   -4.9414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9081   -5.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6607   -5.2523    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.6229   -4.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3882   -4.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0145   -4.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8701   -3.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0996   -2.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  1 10  1  0
 10 11  1  0
 11 12  1  0
 12 15  1  0
 14 13  1  0
 13 11  2  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  1  0
  8 19  1  0
  8 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4228840

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 362.55

Molecular Weight (Monoisotopic): 362.0581

AlogP: 5.53

#Rotatable Bonds: 4

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.00

CX Basic pKa: 0.13

CX LogP: 5.79

CX LogD: 5.69

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: -1.95

References

1. Ishita K, Stefanopoulos S, Khalil A, Cheng X, Tjarks W, Rappleye CA..  (2018)  Synthesis and biological evaluation of aminothiazoles against Histoplasma capsulatum and Cryptococcus neoformans.,  26  (9): [PMID:29580849] [10.1016/j.bmc.2018.01.024]

Source

Source(1):

• Scientific Literature