US8853207, Example-82

ID: ALA3644450

PubChem CID: 71815241

Max Phase: Preclinical

Molecular Formula: C26H25N5O2S

Molecular Weight: 471.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2n[nH]c3c2Cc2sc(-c4ccc(NC(=O)CN5CCCC5)nc4)cc2-3)cc1

Standard InChI:  InChI=1S/C26H25N5O2S/c1-33-18-7-4-16(5-8-18)25-20-13-22-19(26(20)30-29-25)12-21(34-22)17-6-9-23(27-14-17)28-24(32)15-31-10-2-3-11-31/h4-9,12,14H,2-3,10-11,13,15H2,1H3,(H,29,30)(H,27,28,32)

Standard InChI Key:  OZSJPXRPIQKJRS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 39  0  0  0  0  0  0  0  0999 V2000
    3.4179   -7.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9886   -6.0773    0.0000 O   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
    3.9144   -3.4780    0.0000 C   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
    1.6321   -2.2464    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
    1.7035   -4.8426    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
    1.2135    0.3943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.2760    0.0000 N   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
   -1.9615   -1.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1750   -1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6731   -1.0323    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1366    0.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9231    1.2760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7115    0.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5639    0.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7465   -0.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1341    0.5129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3347    1.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7220    2.5722    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9206    4.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9696    4.7918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3078    4.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5064    6.1202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8216    6.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5479    8.2894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0606    8.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4152    7.1308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1477    2.9164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7600    2.3469    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
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 12  1  0
 19 15  2  0
 17 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 28  1  0
 23 33  1  0
 33 34  2  0
 34 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3644450

   N-[5-[5-(4-methoxyphenyl)-9-thia-3,4-diazatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,10-tetraen-10-yl]pyridin-2-yl]-2-pyrrolidin-1-ylacetamide

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: 471.59

Molecular Weight (Monoisotopic): 471.1729

AlogP: 4.81

#Rotatable Bonds: 6

Polar Surface Area: 83.14

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.26

CX Basic pKa: 7.44

CX LogP: 0.87

CX LogD: 0.91

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.37

Np Likeness Score: -1.57

References

1.  (2014)  Heterocyclic pyrazole compounds, method for preparing the same and use thereof, 

Source

Source(1):

• BindingDB Database