6-(4-ethyl-3-(hydroxymethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)-7-fluoro-2-(5-fluoro-2-methylphenyl)-4-(prop-1-en-2-yl)isoquinolin-1(2H)-one

ID: ALA4753279

PubChem CID: 155209497

Max Phase: Preclinical

Molecular Formula: C24H22F2N4O3

Molecular Weight: 452.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)c1cn(-c2cc(F)ccc2C)c(=O)c2cc(F)c(-n3nc(CO)n(CC)c3=O)cc12

Standard InChI:  InChI=1S/C24H22F2N4O3/c1-5-28-22(12-31)27-30(24(28)33)21-10-16-17(9-19(21)26)23(32)29(11-18(16)13(2)3)20-8-15(25)7-6-14(20)4/h6-11,31H,2,5,12H2,1,3-4H3

Standard InChI Key:  BMBPKSTXLXBYNF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   11.5796  -16.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5784  -17.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2865  -17.7539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9961  -17.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9933  -16.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2847  -16.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7009  -16.1129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4100  -16.5210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4061  -14.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6959  -15.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1152  -15.2956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1113  -16.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8179  -16.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5287  -16.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5286  -15.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8215  -14.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4058  -14.0704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1134  -13.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6979  -13.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4110  -17.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2357  -16.5290    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.2338  -14.8907    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9805  -15.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5270  -14.6151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1180  -13.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3188  -14.0780    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1508  -16.0219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3398  -14.7002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6725  -15.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4500  -13.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2627  -13.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8718  -16.1170    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.7045  -17.7519    0.0000 C   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  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  2  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
  1 32  1  0
  4 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753279

   ---

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: 452.46

Molecular Weight (Monoisotopic): 452.1660

AlogP: 3.47

#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: 3.80

CX LogD: 3.80

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.50

Np Likeness Score: -0.92

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