4,7-Dihydroxy-1,10-phenanthroline

ID: ALA1623498

Cas Number: 3922-40-5

PubChem CID: 77524

Product Number: D119919, Order Now?

Max Phase: Preclinical

Molecular Formula: C12H8N2O2

Molecular Weight: 212.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccnc2c1ccc1c(O)ccnc12

Standard InChI:  InChI=1S/C12H8N2O2/c15-9-3-5-13-11-7(9)1-2-8-10(16)4-6-14-12(8)11/h1-6H,(H,13,15)(H,14,16)

Standard InChI Key:  SLIBCJURSADKPV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 18  0  0  0  0  0  0  0  0999 V2000
    6.2464    1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214    1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0089   -1.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589   -1.0717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7714   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0089    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3589    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5964    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7714    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2464   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1214   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339   -1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5339   -1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
  2 10  1  0
  3  5  2  0
  3 15  1  0
  4  6  1  0
  4 16  2  0
  5  6  1  0
  5  7  1  0
  6  8  2  0
  7  9  2  0
  7 11  1  0
  8 10  1  0
  8 12  1  0
  9 13  1  0
 10 14  2  0
 11 12  2  0
 13 15  2  0
 14 16  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA1623498

   4,7-Dihydroxy-1,10-phenanthroline hydrochloride

2. Parent:

   

   ALA1623498

   4,7-Dihydroxy-1,10-phenanthroline

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: 212.21

Molecular Weight (Monoisotopic): 212.0586

AlogP: 2.19

#Rotatable Bonds: ┄

Polar Surface Area: 66.24

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.04

CX Basic pKa: 1.69

CX LogP: 1.68

CX LogD: 1.68

Aromatic Rings: 3

Heavy Atoms: 16

QED Weighted: 0.56

Np Likeness Score: 0.19

References

1. Thiele S, Malmgaard-Clausen M, Engel-Andreasen J, Steen A, Rummel PC, Nielsen MC, Gloriam DE, Frimurer TM, Ulven T, Rosenkilde MM..  (2012)  Modulation in selectivity and allosteric properties of small-molecule ligands for CC-chemokine receptors.,  55  (18): [PMID:22957890] [10.1021/jm301121j]

2. Dechering K; Duffey M.  (2022)  Replenishing the malaria drug discovery pipeline: Screening and hit evaluation of the MMV Hit Generation Library 1 (HGL1) against asexual blood stage Plasmodium falciparum ,using a nano luciferase reporter read-out,  [10.6019/CHEMBL4888484]

Source

Source(2):

• Scientific Literature
• MMV Malaria HGL