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

ID: ALA5267994

Max Phase: Preclinical

Molecular Formula: C17H20N2O2

Molecular Weight: 284.36

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1CC[C@H](O)CC1)c1ccc(-c2ccccc2)[nH]1

Standard InChI:  InChI=1S/C17H20N2O2/c20-14-8-6-13(7-9-14)18-17(21)16-11-10-15(19-16)12-4-2-1-3-5-12/h1-5,10-11,13-14,19-20H,6-9H2,(H,18,21)/t13-,14-

Standard InChI Key:  IIKWDEPYVAEIFN-HDJSIYSDSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -1.4027   -0.8319    0.0000 C   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    0.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9901    0.4376    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
    0.0618   -0.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6454    0.0228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2754   -1.3577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -1.5713    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
    2.4531   -1.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6667   -1.9984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0831   -2.5819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2860   -2.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638   -2.2120    0.0000 O   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
   -3.0531    1.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4638    1.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0511    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
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  9  8  1  6
 10  9  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
  9 14  1  0
 12 15  1  1
 16  3  1  0
 17 16  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 16 21  1  0
 21 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5267994

   ---

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: 284.36

Molecular Weight (Monoisotopic): 284.1525

AlogP: 2.72

#Rotatable Bonds: 3

Polar Surface Area: 65.12

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -0.59

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