US8969341, 85

ID: ALA3687308

PubChem CID: 89601371

Max Phase: Preclinical

Molecular Formula: C23H20Cl2FN3O2

Molecular Weight: 460.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)ccc1C1c2c(nn(CCO)c2C2CC2)C(=O)N1c1cccc(Cl)c1F

Standard InChI:  InChI=1S/C23H20Cl2FN3O2/c1-12-11-14(24)7-8-15(12)22-18-20(27-28(9-10-30)21(18)13-5-6-13)23(31)29(22)17-4-2-3-16(25)19(17)26/h2-4,7-8,11,13,22,30H,5-6,9-10H2,1H3

Standard InChI Key:  QRUJCXIVKXOPIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    3.1265   -2.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2029   -4.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8332   -5.8197    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7035   -4.8426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9157   -3.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6321   -2.2464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500   -1.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.6009   -1.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6408    0.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8369    2.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2246    2.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4117    1.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2111    0.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1608   -0.2206    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8234   -0.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6626   -1.2457    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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 20 21  1  0
 21 22  1  0
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 19 23  2  0
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 10 24  1  0
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 25 26  1  0
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 27 28  1  0
 28 29  1  0
 28 30  2  0
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 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3687308

   5-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-methylphenyl)-3-cyclopropyl-2-(2-hydroxyethyl)-4H-pyrrolo[3,4-c]pyrazol-6-one

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: 460.34

Molecular Weight (Monoisotopic): 459.0917

AlogP: 5.26

#Rotatable Bonds: 5

Polar Surface Area: 58.36

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.44

CX Basic pKa: ┄

CX LogP: 5.08

CX LogD: 5.08

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.57

Np Likeness Score: -1.12

References

1.  (2015)  Pyrazolopyrrolidine compounds, 

Source

Source(1):

• BindingDB Database