N-(Cyclopentyl(phenyl)methyl)-2-(1H-imidazol-1-yl)-N-methylacetamide

ID: ALA5084092

PubChem CID: 166627921

Max Phase: Preclinical

Molecular Formula: C18H23N3O

Molecular Weight: 297.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C(=O)Cn1ccnc1)C(c1ccccc1)C1CCCC1

Standard InChI:  InChI=1S/C18H23N3O/c1-20(17(22)13-21-12-11-19-14-21)18(16-9-5-6-10-16)15-7-3-2-4-8-15/h2-4,7-8,11-12,14,16,18H,5-6,9-10,13H2,1H3

Standard InChI Key:  KPKIISUDIQHZHT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   22.1054   -9.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8131   -8.9478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3977   -8.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6900   -9.3688    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3977   -8.1100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5618   -9.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1086   -8.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7000   -7.9414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9007   -8.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9823   -8.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2746   -9.3688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5676   -8.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8603   -9.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8599  -10.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5726  -10.6202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2769  -10.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6900  -10.1860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9823   -8.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6386   -7.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3861   -6.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5688   -6.8710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3164   -7.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  1  0
  3  5  2  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  2  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  4 17  1  0
 10 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5084092

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 297.40

Molecular Weight (Monoisotopic): 297.1841

AlogP: 3.27

#Rotatable Bonds: 5

Polar Surface Area: 38.13

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.72

CX LogP: 2.65

CX LogD: 2.59

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.85

Np Likeness Score: -0.91

References

1. Fallica AN, Sorrenti V, D'Amico AG, Salerno L, Romeo G, Intagliata S, Consoli V, Floresta G, Rescifina A, D'Agata V, Vanella L, Pittalà V..  (2021)  Discovery of Novel Acetamide-Based Heme Oxygenase-1 Inhibitors with Potent In Vitro Antiproliferative Activity.,  64  (18.0): [PMID:34472337] [10.1021/acs.jmedchem.1c00633]

Source

Source(1):

• Scientific Literature