2,9-(Bishydroxymethyl)-1,10-phenanthroline

ID: ALA2205802

Cas Number: 78831-36-4

PubChem CID: 336912

Max Phase: Preclinical

Molecular Formula: C14H12N2O2

Molecular Weight: 240.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1ccc2ccc3ccc(CO)nc3c2n1

Standard InChI:  InChI=1S/C14H12N2O2/c17-7-11-5-3-9-1-2-10-4-6-12(8-18)16-14(10)13(9)15-11/h1-6,17-18H,7-8H2

Standard InChI Key:  IEPOQNOTFLXUPQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
    2.7718  -17.8870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9412  -16.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5338  -17.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515  -17.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4225  -17.8818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2485  -17.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6592  -17.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2378  -16.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7658  -16.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1776  -17.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9955  -17.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4026  -16.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858  -15.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1692  -15.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5444  -18.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7176  -18.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6651  -18.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2549  -19.3101    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  1  0
  6 17  1  0
 17 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2205802

   1,10-Phenanthroline-2,9-diyldimethanol

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: 240.26

Molecular Weight (Monoisotopic): 240.0899

AlogP: 1.77

#Rotatable Bonds: 2

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: 13.91

CX Basic pKa: 4.37

CX LogP: 0.92

CX LogD: 0.92

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.67

Np Likeness Score: -0.05

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