5-(benzo[d][1,3]dioxol-5-yl)-1-methyl-2-(2-(1-methyl-5-nitro-1H-imidazol-2-yl)vinyl)-1H-imidazole

ID: ALA4779244

PubChem CID: 162663667

Max Phase: Preclinical

Molecular Formula: C17H15N5O4

Molecular Weight: 353.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(-c2ccc3c(c2)OCO3)cnc1/C=C/c1ncc([N+](=O)[O-])n1C

Standard InChI:  InChI=1S/C17H15N5O4/c1-20-12(11-3-4-13-14(7-11)26-10-25-13)8-18-15(20)5-6-16-19-9-17(21(16)2)22(23)24/h3-9H,10H2,1-2H3/b6-5+

Standard InChI Key:  XAEUYCHUSFKCNE-AATRIKPKSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    5.7700  -20.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4864  -20.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4836  -19.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7682  -19.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0553  -20.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0519  -19.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2626  -19.2020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7781  -19.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2681  -20.5431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1960  -19.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9508  -19.3679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5005  -18.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0854  -18.0398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2792  -18.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1255  -20.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3213  -18.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8036  -18.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6243  -18.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0407  -18.9615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8470  -18.7870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9302  -17.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1753  -17.6336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0007  -16.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6458  -17.5483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6425  -16.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3617  -17.9580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 10  2  0
  3 10  1  0
 11 15  1  0
 12 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 22 23  1  0
 24 25  2  0
 24 26  1  0
 21 24  1  0
M  CHG  2  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4779244

   ---

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: 353.34

Molecular Weight (Monoisotopic): 353.1124

AlogP: 2.63

#Rotatable Bonds: 4

Polar Surface Area: 97.24

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.70

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -0.70

References

1. Riches A,Hart CJS,Trenholme KR,Skinner-Adams TS.  (2020)  Anti-Giardia Drug Discovery: Current Status and Gut Feelings.,  63  (22.0): [PMID:32869995] [10.1021/acs.jmedchem.0c00910]

Source

Source(1):

• Scientific Literature