Sodium ethyl((4-(3'-((7H-purin-6-yl)carbamoyl)-[1,1'-biphenyl]-3-yl)-1H-imidazol-1-yl)methyl)phosphonate

ID: ALA4549109

PubChem CID: 155549404

Max Phase: Preclinical

Molecular Formula: C24H21N7NaO4P

Molecular Weight: 503.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOP(=O)([O-])Cn1cnc(-c2cccc(-c3cccc(C(=O)Nc4ncnc5nc[nH]c45)c3)c2)c1.[Na+]

Standard InChI:  InChI=1S/C24H22N7O4P.Na/c1-2-35-36(33,34)15-31-11-20(29-14-31)18-7-3-5-16(9-18)17-6-4-8-19(10-17)24(32)30-23-21-22(26-12-25-21)27-13-28-23;/h3-14H,2,15H2,1H3,(H,33,34)(H2,25,26,27,28,30,32);/q;+1/p-1

Standard InChI Key:  KEMRPCYWDSBUSZ-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 37 40  0  0  0  0  0  0  0  0999 V2000
   16.4549  -10.9441    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   16.0786  -10.2507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7094  -14.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5846  -16.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4166  -14.5692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3399  -12.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2559  -11.2617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4550  -15.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3703  -10.6626    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.3662   -9.8418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1663  -16.2347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8731  -15.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5549  -10.5849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6933  -13.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8737  -15.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6848  -12.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2988  -15.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2935  -14.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7114  -11.4089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1613  -14.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0012  -14.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0768  -11.2532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0703   -8.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0744   -9.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9890  -13.7589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1587  -13.7730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0133  -12.0449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5780  -14.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4523  -15.0088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1691  -17.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4114  -13.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4568  -17.4745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7418  -17.0622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7427  -16.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9624  -15.9869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4792  -16.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9609  -17.3149    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 16  6  2  0
 22  7  1  0
 11  8  2  0
  9 19  2  0
 27 16  1  0
  8 34  1  0
 10 24  1  0
 24 23  1  0
 12 15  2  0
 21  3  2  0
 18 21  1  0
 20 12  1  0
  4 17  2  0
  9 10  1  0
  3  5  1  0
 15  4  1  0
 22 13  1  0
 20 26  2  0
 25 21  1  0
 30 11  1  0
 31 14  1  0
 18 28  2  0
 14 25  2  0
 13  9  1  0
  2  9  1  0
  5 31  2  0
 29 20  1  0
  6 22  1  0
 17 18  1  0
  8 29  1  0
 33 32  1  0
  7 27  2  0
 14 16  1  0
 32 30  2  0
 28 12  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 33  1  0
M  CHG  2   1   1   2  -1
M  END

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: 503.46

Molecular Weight (Monoisotopic): 503.1471

AlogP: 4.32

#Rotatable Bonds: 8

Polar Surface Area: 147.91

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.41

CX Basic pKa: 5.72

CX LogP: 0.54

CX LogD: 0.55

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.27

Np Likeness Score: -0.88

References

1. Guillon R, Rahimova R, Preeti, Egron D, Rouanet S, Dumontet C, Aghajari N, Jordheim LP, Chaloin L, Peyrottes S..  (2019)  Lead optimization and biological evaluation of fragment-based cN-II inhibitors.,  168  [PMID:30798051] [10.1016/j.ejmech.2019.02.040]

Source

Source(1):

• Scientific Literature