N-cyano-6-fluoro-2-[4-(2-fluorophenyl)phenyl]-3-methyl-quinoline-4-carboxamide

ID: ALA4743387

PubChem CID: 162646606

Max Phase: Preclinical

Molecular Formula: C24H15F2N3O

Molecular Weight: 399.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c(-c2ccc(-c3ccccc3F)cc2)nc2ccc(F)cc2c1C(=O)NC#N

Standard InChI:  InChI=1S/C24H15F2N3O/c1-14-22(24(30)28-13-27)19-12-17(25)10-11-21(19)29-23(14)16-8-6-15(7-9-16)18-4-2-3-5-20(18)26/h2-12H,1H3,(H,28,30)

Standard InChI Key:  GNLUODHDGXUZKH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.0722  -23.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7785  -21.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4871  -22.2586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4879  -23.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1964  -23.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9047  -23.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8999  -22.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1908  -21.8484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3012  -20.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4300  -21.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1342  -20.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4129  -19.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7116  -19.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9998  -19.3901    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642  -23.4898    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.1981  -24.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4912  -24.7120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9066  -24.7090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4929  -25.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4971  -26.3481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 17 12  1  0
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 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 15 18  1  0
 23 24  1  0
  2 25  1  0
  7 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
 29 30  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743387

   ---

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: 399.40

Molecular Weight (Monoisotopic): 399.1183

AlogP: 5.37

#Rotatable Bonds: 3

Polar Surface Area: 65.78

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.62

CX Basic pKa: 1.36

CX LogP: 5.66

CX LogD: 5.66

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -1.17

References

1. DeRatt LG,Christine Pietsch E,Tanner A,Shaffer P,Jacoby E,Wang W,Kazmi F,Zhang X,Attar RM,Edwards JP,Kuduk SD.  (2020)  A carboxylic acid isostere screen of the DHODH inhibitor Brequinar.,  30  (22): [PMID:33007394] [10.1016/j.bmcl.2020.127589]

Source

Source(1):

• Scientific Literature