4-methyl-8-oxo-3,4,5,8-tetrahydro-2H-1-oxa-4,5,10-triazaanthracene-7-carboxylic acid

ID: ALA213848

PubChem CID: 11492638

Max Phase: Preclinical

Molecular Formula: C12H11N3O4

Molecular Weight: 261.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCOc2cc3c(O)c(C(=O)O)cnc3nc21

Standard InChI:  InChI=1S/C12H11N3O4/c1-15-2-3-19-8-4-6-9(16)7(12(17)18)5-13-10(6)14-11(8)15/h4-5H,2-3H2,1H3,(H,17,18)(H,13,14,16)

Standard InChI Key:  MNGAJWBJIAMXDW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -3.1233  -21.8638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1251  -20.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092  -20.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4058  -21.4570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6861  -21.8643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9652  -21.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9687  -20.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6930  -20.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2544  -20.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4618  -20.6151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2570  -19.3914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6975  -19.3923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8386  -21.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8390  -20.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5484  -20.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2619  -20.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5416  -21.8642    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667  -21.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5354  -22.6898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  2  0
  1  4  1  0
  9 10  1  0
  9 11  2  0
  7  9  1  0
  3  2  1  0
  8 12  1  0
 13 14  1  0
  2 14  2  0
  3  4  1  0
  3  8  2  0
  4  5  2  0
 13 17  1  0
 14 15  1  0
 15 16  1  0
 16 18  1  0
 17 18  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA213848

   4-methyl-9-oxo-3,6-dihydro-2H-[1,4]oxazino[3,2-b][1,8]naphthyridine-8-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 261.24

Molecular Weight (Monoisotopic): 261.0750

AlogP: 0.86

#Rotatable Bonds: 1

Polar Surface Area: 95.78

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.45

CX Basic pKa: 0.78

CX LogP: 1.62

CX LogD: -1.78

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: -0.57

References

1. Hinman MM, Rosenberg TA, Balli D, Black-Schaefer C, Chovan LE, Kalvin D, Merta PJ, Nilius AM, Pratt SD, Soni NB, Wagenaar FL, Weitzberg M, Wagner R, Beutel BA..  (2006)  Novel antibacterial class: a series of tetracyclic derivatives.,  49  (16): [PMID:16884296] [10.1021/jm060010w]

Source

Source(1):

• Scientific Literature