4-oxo-1,4-dihydro-1,10-phenanthroline-3-carboxylic acid

ID: ALA4475458

Cas Number: 331830-20-7

PubChem CID: 459803

Product Number: D340140, Order Now?

Max Phase: Preclinical

Molecular Formula: C13H8N2O3

Molecular Weight: 240.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1c[nH]c2c(ccc3cccnc32)c1=O

Standard InChI:  InChI=1S/C13H8N2O3/c16-12-8-4-3-7-2-1-5-14-10(7)11(8)15-6-9(12)13(17)18/h1-6H,(H,15,16)(H,17,18)

Standard InChI Key:  XZZHOJONZJQARN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   14.1099  -15.9662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3968  -15.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1127  -16.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3977  -17.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3962  -18.0385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1089  -18.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8287  -18.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8268  -17.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6819  -16.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6860  -15.9742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9775  -15.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2603  -15.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2562  -16.7916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9693  -17.2116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9827  -14.7363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5466  -15.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5519  -14.7250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8276  -15.9580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  4  1  0
  3  1  1  0
  1  2  2  0
  2 10  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  3  2  0
  9 10  2  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 11 15  2  0
 12 16  1  0
 16 17  2  0
 16 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475458

   1,4-DPCA

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: 240.22

Molecular Weight (Monoisotopic): 240.0535

AlogP: 1.77

#Rotatable Bonds: 1

Polar Surface Area: 83.05

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.85

CX Basic pKa: 2.50

CX LogP: 1.69

CX LogD: 0.14

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.63

Np Likeness Score: -0.34

References

1. Langley GW, Abboud MI, Lohans CT, Schofield CJ..  (2019)  Inhibition of a viral prolyl hydroxylase.,  27  (12): [PMID:30737136] [10.1016/j.bmc.2019.01.018]

2. Coulibaly S,Cimino M,Ouattara M,Lecoutey C,Buchieri MV,Alonso-Rodriguez N,Briffotaux J,Mornico D,Gicquel B,Rochais C,Dallemagne P.  (2020)  Phenanthrolinic analogs of quinolones show antibacterial activity against M. tuberculosis.,  207  [PMID:32950907] [10.1016/j.ejmech.2020.112821]

Source

Source(1):

• Scientific Literature