2-Methyl-1-pentyl-1H-naphtho[2,3-d]imidazole-4,9-dione

ID: ALA4859616

PubChem CID: 164617087

Max Phase: Preclinical

Molecular Formula: C17H18N2O2

Molecular Weight: 282.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCn1c(C)nc2c1C(=O)c1ccccc1C2=O

Standard InChI:  InChI=1S/C17H18N2O2/c1-3-4-7-10-19-11(2)18-14-15(19)17(21)13-9-6-5-8-12(13)16(14)20/h5-6,8-9H,3-4,7,10H2,1-2H3

Standard InChI Key:  OZJJBUGGTHLIRL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   38.6753   -2.4081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6742   -3.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3889   -3.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3872   -1.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1025   -2.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1013   -3.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8181   -3.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8205   -1.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5419   -2.4066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5387   -3.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3281   -3.4977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.8193   -2.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3334   -2.1529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.8171   -4.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8205   -1.1618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.6443   -2.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5799   -4.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3861   -4.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6379   -5.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4441   -5.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6959   -6.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 10  1  0
  9  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  7 14  2  0
  8 15  2  0
 12 16  1  0
 11 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4859616

   ---

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: 282.34

Molecular Weight (Monoisotopic): 282.1368

AlogP: 3.16

#Rotatable Bonds: 4

Polar Surface Area: 51.96

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.41

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -0.32

References

1. Fridianto KT, Li M, Hards K, Negatu DA, Cook GM, Dick T, Lam Y, Go ML..  (2021)  Functionalized Dioxonaphthoimidazoliums: A Redox Cycling Chemotype with Potent Bactericidal Activities against Mycobacterium tuberculosis.,  64  (21.0): [PMID:34706190] [10.1021/acs.jmedchem.1c01383]

Source

Source(1):

• Scientific Literature