1,10-phenanthroline-2,9-dicarbaldehyde

ID: ALA2205803

Cas Number: 57709-62-3

PubChem CID: 602123

Product Number: P304042, Order Now?

Max Phase: Preclinical

Molecular Formula: C14H8N2O2

Molecular Weight: 236.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=Cc1ccc2ccc3ccc(C=O)nc3c2n1

Standard InChI:  InChI=1S/C14H8N2O2/c17-7-11-5-3-9-1-2-10-4-6-12(8-18)16-14(10)13(9)15-11/h1-8H

Standard InChI Key:  RHXOPVFYZBGQGA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    9.0272  -17.9747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1965  -16.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7891  -17.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2068  -17.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6778  -17.9695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5038  -17.9658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9145  -17.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4932  -16.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0211  -16.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4329  -17.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2508  -17.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6579  -16.5426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2411  -15.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4246  -15.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7997  -18.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9729  -18.7077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9204  -18.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5102  -19.3978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  2  0
  9  2  2  0
  2  3  1  0
  3  4  2  0
  4  1  1  0
 11  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8 12  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  4 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2205803

   2,9-Diformyl-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: 236.23

Molecular Weight (Monoisotopic): 236.0586

AlogP: 2.41

#Rotatable Bonds: 2

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.40

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.51

Np Likeness Score: -0.28

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]

Source

Source(1):

• Scientific Literature