N-benzhydryl-2-(1H-imidazol-1-yl)acetamide

ID: ALA4534531

PubChem CID: 155546914

Max Phase: Preclinical

Molecular Formula: C18H17N3O

Molecular Weight: 291.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Cn1ccnc1)NC(c1ccccc1)c1ccccc1

Standard InChI:  InChI=1S/C18H17N3O/c22-17(13-21-12-11-19-14-21)20-18(15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-12,14,18H,13H2,(H,20,22)

Standard InChI Key:  NVNVUGQAFYOBFB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   14.9515   -8.1058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9504   -8.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6584   -9.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3681   -8.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3653   -8.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6566   -7.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0764   -9.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0777  -10.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7835   -8.9227    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4919   -9.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1989   -8.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4931  -10.1474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9073   -9.3279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9942  -10.1386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7938  -10.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2013   -9.5989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6535   -8.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3694  -10.5577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3703  -11.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0792  -11.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7886  -11.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7842  -10.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
  8 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22  8  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534531

   ---

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: 291.35

Molecular Weight (Monoisotopic): 291.1372

AlogP: 2.79

#Rotatable Bonds: 5

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.76

CX Basic pKa: 6.72

CX LogP: 2.48

CX LogD: 2.42

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -1.53

References

1. Salerno L, Floresta G, Ciaffaglione V, Gentile D, Margani F, Turnaturi R, Rescifina A, Pittalà V..  (2019)  Progress in the development of selective heme oxygenase-1 inhibitors and their potential therapeutic application.,  167  [PMID:30784878] [10.1016/j.ejmech.2019.02.027]

2. 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