N-(3-(1H-Imidazol-1-yl)propyl)-N-benzyl-2-phenylacetamide

ID: ALA5072992

PubChem CID: 166630532

Max Phase: Preclinical

Molecular Formula: C21H23N3O

Molecular Weight: 333.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cc1ccccc1)N(CCCn1ccnc1)Cc1ccccc1

Standard InChI:  InChI=1S/C21H23N3O/c25-21(16-19-8-3-1-4-9-19)24(17-20-10-5-2-6-11-20)14-7-13-23-15-12-22-18-23/h1-6,8-12,15,18H,7,13-14,16-17H2

Standard InChI Key:  BUBXCCIITCLBSA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.8762  -22.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5839  -22.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2917  -22.6956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9994  -22.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7071  -22.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4148  -22.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1225  -22.6956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.2125  -23.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0118  -23.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4205  -22.9707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8736  -22.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2917  -23.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9994  -23.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9949  -24.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7018  -25.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4104  -24.7395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4078  -23.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7004  -23.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5839  -21.4698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1685  -22.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1735  -21.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4666  -21.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7579  -21.4689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7605  -22.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4680  -22.6951    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  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  7  1  0
  3 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  2 19  2  0
  1 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5072992

   ---

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: 333.44

Molecular Weight (Monoisotopic): 333.1841

AlogP: 3.54

#Rotatable Bonds: 8

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: 6.79

CX LogP: 2.94

CX LogD: 2.87

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.63

Np Likeness Score: -1.60

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