N-((1r,4r)-4-hydroxycyclohexyl)-5-phenyl-1H-imidazole-2-carboxamide

ID: ALA5269482

Max Phase: Preclinical

Molecular Formula: C16H19N3O2

Molecular Weight: 285.35

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1CC[C@H](O)CC1)c1ncc(-c2ccccc2)[nH]1

Standard InChI:  InChI=1S/C16H19N3O2/c20-13-8-6-12(7-9-13)18-16(21)15-17-10-14(19-15)11-4-2-1-3-5-11/h1-5,10,12-13,20H,6-9H2,(H,17,19)(H,18,21)/t12-,13-

Standard InChI Key:  LPRGXLRKCOQHEZ-JOCQHMNTSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -1.4027   -0.8319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0701   -0.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8152    0.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    0.4377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7352   -0.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2278    1.1523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0530    1.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4637    1.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510    2.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2299    2.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8134    1.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0618   -0.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6453    0.0228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2754   -1.3576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -1.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6560   -0.9877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4530   -1.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6666   -1.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832   -2.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2861   -2.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4637   -2.2120    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  1  0
  5  1  2  0
  6  3  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  6 11  1  0
 11 10  2  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
 15 14  1  6
 16 15  1  0
 17 16  1  0
 18 17  1  0
 19 18  1  0
 20 19  1  0
 15 20  1  0
 18 21  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA5269482

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 285.35

Molecular Weight (Monoisotopic): 285.1477

AlogP: 2.11

#Rotatable Bonds: 3

Polar Surface Area: 78.01

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.69

CX Basic pKa: 2.94

CX LogP: 1.29

CX LogD: 1.29

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -0.43

References

1. Jo M, Koizumi K, Suzuki M, Kanayama D, Watanabe Y, Gouda H, Mori H, Mizuguchi M, Obita T, Nabeshima Y, Toyooka N, Okada T..  (2023)  Design, synthesis, structure-activity relationship studies, and evaluation of novel GLS1 inhibitors.,  87  [PMID:37011768] [10.1016/j.bmcl.2023.129266]

Source

Source(1):

• Scientific Literature