4,5-Di-(1H-indol-3-yl)-1,2-dihydro-3H-pyrazol-3-one

ID: ALA3813808

PubChem CID: 127051436

Max Phase: Preclinical

Molecular Formula: C19H14N4O

Molecular Weight: 314.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH][nH]c(-c2c[nH]c3ccccc23)c1-c1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C19H14N4O/c24-19-17(13-9-20-15-7-3-1-5-11(13)15)18(22-23-19)14-10-21-16-8-4-2-6-12(14)16/h1-10,20-21H,(H2,22,23,24)

Standard InChI Key:  BSZAQPHKIPCLAM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
    3.6243    2.9682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7308    4.4645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3406    5.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3751    3.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1749    2.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0517    6.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3066   -0.7490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3109    0.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6009    0.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0988   -0.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7159   -1.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417   -2.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3291   -2.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7267   -1.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2544    5.0502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7710    5.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    3.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1407    2.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0314    1.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3014    0.5738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6401    1.2393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7414    2.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794    3.5739    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  1  0
  4  5  2  0
  1  5  1  0
  3  6  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  7 15  1  0
 10 15  2  0
  5  9  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 16 24  1  0
 19 24  2  0
  4 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3813808

   ---

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: 314.35

Molecular Weight (Monoisotopic): 314.1168

AlogP: 4.00

#Rotatable Bonds: 2

Polar Surface Area: 80.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.79

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: 1.74

Aromatic Rings: 5

Heavy Atoms: 24

QED Weighted: 0.39

Np Likeness Score: 0.12

References

1. Esvan YJ, Giraud F, Pereira E, Suchaud V, Nauton L, Théry V, Dezhenkova LG, Kaluzhny DN, Mazov VN, Shtil AA, Anizon F, Moreau P..  (2016)  Synthesis and biological activity of pyrazole analogues of the staurosporine aglycon K252c.,  24  (14): [PMID:27255178] [10.1016/j.bmc.2016.05.032]

Source

Source(1):

• Scientific Literature