2-(5-hydroxy-6-phenylpyrimidin-4-yl)-1H-benzo[d]imidazole-5-carboximidamide

ID: ALA4647759

PubChem CID: 136110299

Max Phase: Preclinical

Molecular Formula: C18H14N6O

Molecular Weight: 330.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)c1ccc2[nH]c(-c3ncnc(-c4ccccc4)c3O)nc2c1

Standard InChI:  InChI=1S/C18H14N6O/c19-17(20)11-6-7-12-13(8-11)24-18(23-12)15-16(25)14(21-9-22-15)10-4-2-1-3-5-10/h1-9,25H,(H3,19,20)(H,23,24)

Standard InChI Key:  SUHDNPFGNXJFEB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   19.1943  -11.0981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1932  -11.9217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9053  -12.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6191  -11.9213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6163  -11.0945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9036  -10.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3281  -12.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3280  -13.1546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0397  -13.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7477  -13.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7438  -12.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0357  -11.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9051  -13.1562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4814  -12.3312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7310  -11.9941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3953  -13.1479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5918  -13.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1818  -12.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3647  -12.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9565  -13.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3756  -14.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1914  -14.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1421  -13.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7288  -12.6207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7382  -14.0444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  4  7  1  0
  3 13  1  0
 14 15  2  0
 15 18  1  0
 17 16  1  0
 16 14  1  0
  2 14  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4647759

   ---

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: 330.35

Molecular Weight (Monoisotopic): 330.1229

AlogP: 2.68

#Rotatable Bonds: 3

Polar Surface Area: 124.56

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.92

CX Basic pKa: 11.06

CX LogP: 2.59

CX LogD: 2.02

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.34

Np Likeness Score: -0.71

References

1. Jayne CL, Andreani T, Chan TY, Chelliah MV, Clasby MC, Dwyer M, Eagen KA, Fried S, Greenlee WJ, Guo Z, Hawes B, Hruza A, Ingram R, Keertikar KM, Neelamkavil S, Reichert P, Xia Y, Chackalamannil S..  (2020)  Discovery of hydroxy pyrimidine Factor IXa inhibitors.,  30  (15): [PMID:32527459] [10.1016/j.bmcl.2020.127279]

Source

Source(1):

• Scientific Literature