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

ID: ALA5268289

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)c1cc(-c2ccccc2)c[nH]1

Standard InChI:  InChI=1S/C17H20N2O2/c20-15-8-6-14(7-9-15)19-17(21)16-10-13(11-18-16)12-4-2-1-3-5-12/h1-5,10-11,14-15,18,20H,6-9H2,(H,19,21)/t14-,15-

Standard InChI Key:  KTBMBUAIODMIGE-SHTZXODSSA-N

Molfile:  

 
     RDKit          2D

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   -0.9046    0.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5720    0.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3171    1.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4921    1.5096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2372    0.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3690    0.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5828   -0.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3776   -0.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9612    0.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7503    0.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9550    1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597    0.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1432    1.0949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7733   -0.2855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5703   -0.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1537    0.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9507   -0.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1642   -0.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5808   -1.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7838   -1.2961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9612   -1.1397    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  2  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:

   

   ALA5268289

   ---

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: 2.11

CX LogD: 2.11

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: -0.60

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