US8969341, 106

ID: ALA3691702

PubChem CID: 89601774

Max Phase: Preclinical

Molecular Formula: C32H32Cl2N4O3

Molecular Weight: 591.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)N(C)C)cc1-n1nc2c(c1C(C)C)C(c1ccc(Cl)cc1C)N(c1cc(Cl)ccc1C)C2=O

Standard InChI:  InChI=1S/C32H32Cl2N4O3/c1-17(2)29-27-28(35-38(29)25-15-20(31(39)36(5)6)9-13-26(25)41-7)32(40)37(24-16-22(34)10-8-18(24)3)30(27)23-12-11-21(33)14-19(23)4/h8-17,30H,1-7H3

Standard InChI Key:  RCVRAHVEDDYMCE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 41 45  0  0  0  0  0  0  0  0999 V2000
    5.0390   -0.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8395   -0.8809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1265   -2.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9144   -3.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2029   -4.7985    0.0000 C   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 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135    0.3943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4623    2.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2432    3.6715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9623    2.7008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4258    1.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8530    0.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0487   -0.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4362   -1.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6235   -0.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7335   -0.7880    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -6.4234    1.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0359    1.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8754    2.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2135    0.3943    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
   -1.6281   -2.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1385   -3.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8218   -2.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8444    3.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3210    3.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2915    4.7851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4721    4.5702    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.7863    6.1975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3105    6.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3400    5.3223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1593    5.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9889   -6.1624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6174   -7.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5113   -6.2044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0827   -7.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398   -5.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 16  1  0
 22 23  1  0
 15 24  1  0
 24 11  1  0
 24 25  2  0
 25  9  1  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 14 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 33 34  1  0
 34 35  2  0
 35 29  1  0
 35 36  1  0
  6 37  1  0
 37 38  2  0
 37 39  1  0
 39 40  1  0
 39 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3691702

   3-[4-(4-chloro-2-methylphenyl)-5-(5-chloro-2-methylphenyl)-6-oxo-3-propan-2-yl-4H-pyrrolo[3,4-c]pyrazol-2-yl]-4-methoxy-N,N-dimethylbenzamide

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: 591.54

Molecular Weight (Monoisotopic): 590.1851

AlogP: 7.38

#Rotatable Bonds: 6

Polar Surface Area: 67.67

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.45

CX Basic pKa: ┄

CX LogP: 7.40

CX LogD: 7.40

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: -1.16

References

1.  (2015)  Pyrazolopyrrolidine compounds, 

Source

Source(1):

• BindingDB Database