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

ID: ALA4229230

PubChem CID: 145986816

Max Phase: Preclinical

Molecular Formula: C20H24N2OS

Molecular Weight: 340.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ncc(Cc2cccc3c2CCC3)s1)C1CCCCC1

Standard InChI:  InChI=1S/C20H24N2OS/c23-19(15-6-2-1-3-7-15)22-20-21-13-17(24-20)12-16-10-4-8-14-9-5-11-18(14)16/h4,8,10,13,15H,1-3,5-7,9,11-12H2,(H,21,22,23)

Standard InChI Key:  YGDKTFYDEPWOQP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    6.0871   -8.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7343   -9.0031    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.4100   -8.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1792   -7.7566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3631   -7.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1793   -8.8186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3254   -9.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0948   -9.8982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7021  -10.1512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3028   -8.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1093   -9.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7225  -11.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5102  -10.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7001  -10.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1314  -10.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3234   -9.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6277   -9.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0057   -9.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3171  -10.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2362  -10.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0015  -10.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6278  -10.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4835   -9.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7129   -9.3683    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
  8 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4229230

   ---

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: 340.49

Molecular Weight (Monoisotopic): 340.1609

AlogP: 4.74

#Rotatable Bonds: 4

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.01

CX Basic pKa: 0.22

CX LogP: 5.90

CX LogD: 5.81

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.87

Np Likeness Score: -1.46

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