N-Benzhydryl-4-hydroxy-2-(pyridazin-3-yl)pyrimidine-5-carboxamide

ID: ALA4782037

PubChem CID: 44231076

Max Phase: Preclinical

Molecular Formula: C22H17N5O2

Molecular Weight: 383.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC(c1ccccc1)c1ccccc1)c1cnc(-c2cccnn2)nc1O

Standard InChI:  InChI=1S/C22H17N5O2/c28-21(17-14-23-20(26-22(17)29)18-12-7-13-24-27-18)25-19(15-8-3-1-4-9-15)16-10-5-2-6-11-16/h1-14,19H,(H,25,28)(H,23,26,29)

Standard InChI Key:  HSPPHMHXWTWUAX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.0380  -22.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0552  -21.8676    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7707  -21.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4689  -21.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4558  -22.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7404  -23.1033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1844  -21.4939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8868  -21.9168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1975  -20.6769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3266  -23.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3136  -23.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5981  -24.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8957  -23.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9088  -23.0542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6243  -22.6600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7838  -20.6523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9130  -20.2827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9260  -19.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2278  -19.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2409  -18.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9563  -17.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6546  -18.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6415  -19.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6153  -20.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3267  -20.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0291  -20.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0160  -21.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3005  -21.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5981  -21.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  2  0
  7  8  2  0
  7  9  1  0
  4  7  1  0
 10 11  1  0
 11 12  2  0
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 13 14  2  0
 14 15  1  0
 10 15  2  0
  1 10  1  0
  3 16  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 17 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 24 29  2  0
  9 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782037

   N-benzhydryl-6-oxo-2-pyridazin-3-yl-1H-pyrimidine-5-carboxamide

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: 383.41

Molecular Weight (Monoisotopic): 383.1382

AlogP: 3.16

#Rotatable Bonds: 5

Polar Surface Area: 100.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.56

CX Basic pKa: 0.51

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.55

Np Likeness Score: -1.35

References

1. Debenham JS,Madsen-Duggan C,Clements MJ,Walsh TF,Kuethe JT,Reibarkh M,Salowe SP,Sonatore LM,Hajdu R,Milligan JA,Visco DM,Zhou D,Lingham RB,Stickens D,DeMartino JA,Tong X,Wolff M,Pang J,Miller RR,Sherer EC,Hale JJ.  (2016)  Discovery of N-[Bis(4-methoxyphenyl)methyl]-4-hydroxy-2-(pyridazin-3-yl)pyrimidine-5-carboxamide (MK-8617), an Orally Active Pan-Inhibitor of Hypoxia-Inducible Factor Prolyl Hydroxylase 1-3 (HIF PHD1-3) for the Treatment of Anemia.,  59  (24.0): [PMID:28002958] [10.1021/acs.jmedchem.6b01242]

Source

Source(1):

• Scientific Literature