(R)-4-(5-(4-bromophenyl)-3-(6-chloro-2-hydroxy-4-phenylquinolin-3-yl)-2,5-dihydro-1H-pyrazol-1-yl)-4-oxobutanoic acid

ID: ALA597776

PubChem CID: 1608850

Max Phase: Preclinical

Molecular Formula: C28H21BrClN3O4

Molecular Weight: 578.85

Molecule Type: Small molecule

Names and Identifiers

Synonyms: ZINC 01832826 | CHEMBL597776|ZINC 01832826|BDBM50481422

Canonical SMILES:  O=C(O)CCC(=O)N1NC(c2c(O)nc3ccc(Cl)cc3c2-c2ccccc2)=C[C@@H]1c1ccc(Br)cc1

Standard InChI:  InChI=1S/C28H21BrClN3O4/c29-18-8-6-16(7-9-18)23-15-22(32-33(23)24(34)12-13-25(35)36)27-26(17-4-2-1-3-5-17)20-14-19(30)10-11-21(20)31-28(27)37/h1-11,14-15,23,32H,12-13H2,(H,31,37)(H,35,36)/t23-/m1/s1

Standard InChI Key:  UNOXNOWRPATWAA-HSZRJFAPSA-N

Molfile:  

     RDKit          2D

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    5.5005   -3.2891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2430   -0.8758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7407   -1.8296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4470   -0.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7362   -1.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0268   -3.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9463   -0.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5275   -3.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9356   -1.7034    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.1093   -4.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3027   -4.7838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.4427   -9.5547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7617   -8.3325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0
  2 18  1  0
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  8 19  1  0
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  4  1  1  0
  9 10  2  0
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 21 22  1  0
 22 23  1  0
 23 19  2  0
  9 11  1  0
 22 24  1  6
 24 25  2  0
  2  3  1  0
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  7 12  1  0
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  5  6  1  0
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  3  6  2  0
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  6  7  1  0
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  1  2  2  0
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  7  8  2  0
 31 33  2  0
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 32 34  1  0
 13 16  1  0
 34 35  1  0
 16 14  2  0
 35 36  2  0
 15 17  2  0
 35 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA597776

   4-[(3R)-3-(4-bromophenyl)-5-(6-chloro-2-oxo-4-phenyl-1H-quinolin-3-yl)-1,3-dihydropyrazol-2-yl]-4-oxobutanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 578.85

Molecular Weight (Monoisotopic): 577.0404

AlogP: 6.32

#Rotatable Bonds: 6

Polar Surface Area: 102.76

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.00

CX Basic pKa: 0.80

CX LogP: 5.77

CX LogD: 2.61

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.25

Np Likeness Score: -0.67

References

1. Podvinec M, Lim SP, Schmidt T, Scarsi M, Wen D, Sonntag LS, Sanschagrin P, Shenkin PS, Schwede T..  (2010)  Novel inhibitors of dengue virus methyltransferase: discovery by in vitro-driven virtual screening on a desktop computer grid.,  53  (4): [PMID:20108931] [10.1021/jm900776m]

Source

Source(1):

• Scientific Literature