1-Cyclopropyl-6-fluoro-7-(4-(2-hydroxy-4-methoxybenzoyl)piperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ID: ALA3770144

PubChem CID: 122387501

Max Phase: Preclinical

Molecular Formula: C25H24FN3O6

Molecular Weight: 481.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)N2CCN(c3cc4c(cc3F)c(=O)c(C(=O)O)cn4C3CC3)CC2)c(O)c1

Standard InChI:  InChI=1S/C25H24FN3O6/c1-35-15-4-5-16(22(30)10-15)24(32)28-8-6-27(7-9-28)21-12-20-17(11-19(21)26)23(31)18(25(33)34)13-29(20)14-2-3-14/h4-5,10-14,30H,2-3,6-9H2,1H3,(H,33,34)

Standard InChI Key:  MSWTXGMZPIASCF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6321   -1.3486    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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 21 22  1  0
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 24 25  1  0
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 21 28  2  0
 18 21  1  0
  8 15  1  0
  7 29  1  0
  1 30  1  0
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 32 31  1  0
 30 32  1  0
 23 33  1  0
 34 35  1  0
 25 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3770144

   ---

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: 481.48

Molecular Weight (Monoisotopic): 481.1649

AlogP: 2.85

#Rotatable Bonds: 5

Polar Surface Area: 112.31

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.87

CX Basic pKa: ┄

CX LogP: 3.21

CX LogD: 1.59

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.58

Np Likeness Score: -0.80

References

1. Sha S, Han H, Gao F, Liu T, Li Z, Xu C, Zhong W, Zhu H.  (2015)  Discovery of fluoroquinolone derivatives as potent, selective inhibitors of PI3K,  6  (11): [10.1039/C5MD00364D]

Source

Source(1):

• Scientific Literature