N-[5-(7-Benzofuranylmethyl)thiazol-2-yl]-3-cyclohexanepropanamide

ID: ALA4228796

PubChem CID: 145987036

Max Phase: Preclinical

Molecular Formula: C21H24N2O2S

Molecular Weight: 368.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCC1CCCCC1)Nc1ncc(Cc2cccc3ccoc23)s1

Standard InChI:  InChI=1S/C21H24N2O2S/c24-19(10-9-15-5-2-1-3-6-15)23-21-22-14-18(26-21)13-17-8-4-7-16-11-12-25-20(16)17/h4,7-8,11-12,14-15H,1-3,5-6,9-10,13H2,(H,22,23,24)

Standard InChI Key:  CACMLCFWBHZDEY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   13.3386  -13.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9859  -14.2364    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.6615  -13.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4307  -12.9899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6147  -12.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4309  -14.0520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5769  -14.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3463  -15.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9537  -15.3845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5543  -13.9669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3608  -14.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9741  -16.3462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7617  -16.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9517  -15.3205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3829  -15.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5738  -14.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8820  -14.5657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2635  -15.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5731  -15.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7350  -14.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9644  -14.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8754  -15.6870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6419  -15.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2725  -15.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1313  -14.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3595  -14.3504    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  2  0
 19 15  1  0
  8 21  1  0
 20 21  1  0
 20 22  1  0
 20 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:

   

   ALA4228796

   ---

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: 368.50

Molecular Weight (Monoisotopic): 368.1558

AlogP: 5.78

#Rotatable Bonds: 6

Polar Surface Area: 55.13

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.04

CX Basic pKa: 0.19

CX LogP: 5.68

CX LogD: 5.60

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.60

Np Likeness Score: -0.93

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