6-(4-ethyl-3-(hydroxymethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)-7-fluoro-4-isopropyl-2-o-tolylisoquinolin-1(2H)-one

ID: ALA4751399

PubChem CID: 155209570

Max Phase: Preclinical

Molecular Formula: C24H25FN4O3

Molecular Weight: 436.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1c(CO)nn(-c2cc3c(C(C)C)cn(-c4ccccc4C)c(=O)c3cc2F)c1=O

Standard InChI:  InChI=1S/C24H25FN4O3/c1-5-27-22(13-30)26-29(24(27)32)21-11-16-17(10-19(21)25)23(31)28(12-18(16)14(2)3)20-9-7-6-8-15(20)4/h6-12,14,30H,5,13H2,1-4H3

Standard InChI Key:  BZKHQYHQHLKJNX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.1875   -4.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1864   -5.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8944   -5.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6041   -5.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6012   -4.7385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8926   -4.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3088   -4.3296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0179   -4.7377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0140   -3.1043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3038   -3.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7231   -3.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7193   -4.3318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4258   -4.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1366   -4.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1365   -3.5135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4294   -3.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0137   -2.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7213   -1.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3059   -1.8788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0189   -5.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8437   -4.7458    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   16.8417   -3.1075    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5884   -3.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1349   -2.8319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7260   -2.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9268   -2.2947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7587   -4.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9477   -2.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2804   -3.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0579   -1.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8706   -1.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3124   -5.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  6  2  0
  6  1  1  0
  7  8  1  0
  7 10  1  0
  8 12  1  0
 11  9  1  0
  9 10  2  0
  5  7  1  0
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 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  9 17  1  0
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 17 19  1  0
  8 20  2  0
 14 21  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 22  1  0
 15 22  1  0
 23 27  2  0
 24 28  1  0
 28 29  1  0
 25 30  1  0
 30 31  1  0
  4 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4751399

   ---

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: 436.49

Molecular Weight (Monoisotopic): 436.1911

AlogP: 3.42

#Rotatable Bonds: 5

Polar Surface Area: 82.05

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: -0.91

References

1. Sabnis RW..  (2021)  Dihydroorotate Dehydrogenase Inhibitors for Treating Acute Myelogenous Leukemia (AML).,  12  (2): [PMID:33603957] [10.1021/acsmedchemlett.0c00669]

Source

Source(1):

• Scientific Literature