N-[5-(4-Indanylmethyl)thiazol-2-yl]-3-cyclohexanepropanamide

ID: ALA4228008

PubChem CID: 145969104

Max Phase: Preclinical

Molecular Formula: C22H28N2OS

Molecular Weight: 368.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCC1CCCCC1)Nc1ncc(Cc2cccc3c2CCC3)s1

Standard InChI:  InChI=1S/C22H28N2OS/c25-21(13-12-16-6-2-1-3-7-16)24-22-23-15-19(26-22)14-18-10-4-8-17-9-5-11-20(17)18/h4,8,10,15-16H,1-3,5-7,9,11-14H2,(H,23,24,25)

Standard InChI Key:  XNRYWMUDNUDMSN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    5.7445   -3.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3918   -3.5923    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.0674   -3.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8366   -2.3458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0206   -2.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8368   -3.4079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9828   -4.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7522   -4.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3596   -4.7404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9602   -3.3228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7667   -4.1168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3800   -5.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676   -5.4690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3576   -4.6764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888   -5.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9852   -4.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2919   -3.9121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6670   -4.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9742   -5.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8983   -5.2914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6676   -5.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8103   -6.3733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5756   -6.6495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2019   -6.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0576   -5.3186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2870   -5.0388    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 16  2  0
 15 12  2  0
 12 13  1  0
 13 14  2  0
 14 11  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
  8 20  1  0
 20 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4228008

   ---

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: 368.55

Molecular Weight (Monoisotopic): 368.1922

AlogP: 5.52

#Rotatable Bonds: 6

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.05

CX Basic pKa: 0.22

CX LogP: 6.53

CX LogD: 6.45

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.73

Np Likeness Score: -1.18

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