2-(2-chloro-6-fluorophenyl)-6-(4-ethyl-3-(hydroxymethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)-7-fluoro-4-isopropylisoquinolin-1(2H)-one

ID: ALA4791380

PubChem CID: 155209498

Max Phase: Preclinical

Molecular Formula: C23H21ClF2N4O3

Molecular Weight: 474.90

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCn1c(CO)nn(-c2cc3c(C(C)C)cn(-c4c(F)cccc4Cl)c(=O)c3cc2F)c1=O

Standard InChI:  InChI=1S/C23H21ClF2N4O3/c1-4-28-20(11-31)27-30(23(28)33)19-9-13-14(8-18(19)26)22(32)29(10-15(13)12(2)3)21-16(24)6-5-7-17(21)25/h5-10,12,31H,4,11H2,1-3H3

Standard InChI Key:  JIAAFQOLGVGLEY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    0.6908   -6.4284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3989   -6.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1085   -6.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8133   -5.1963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5223   -5.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5185   -3.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8082   -4.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2276   -4.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9303   -5.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6411   -5.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6410   -4.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8103   -2.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3946   -4.3828    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.8169   -6.8354    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.5234   -6.4216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3481   -5.6125    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.3462   -3.9742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0929   -4.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6394   -3.6986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2304   -2.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4312   -3.1615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2632   -5.1054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4521   -3.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7849   -4.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5624   -2.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3750   -2.1585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
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  6  1  1  0
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  9 17  1  0
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  6 20  1  0
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  8 22  2  0
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 26 30  1  0
 30 31  1  0
 27 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791380

   ---

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: 474.90

Molecular Weight (Monoisotopic): 474.1270

AlogP: 3.91

#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: 4.24

CX LogD: 4.24

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -1.00

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