6-chloro-4-(pyridin-3-yl)-1,4-dihydropyrazolo[4,3-b]indole

ID: ALA3798249

PubChem CID: 127048005

Max Phase: Preclinical

Molecular Formula: C14H9ClN4

Molecular Weight: 268.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc2c3[nH]ncc3n(-c3cccnc3)c2c1

Standard InChI:  InChI=1S/C14H9ClN4/c15-9-3-4-11-12(6-9)19(10-2-1-5-16-7-10)13-8-17-18-14(11)13/h1-8H,(H,17,18)

Standard InChI Key:  LMOBUEBHMONFLE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
   -4.1672    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6810    1.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225    1.5280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1485   -1.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6669   -1.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2039    0.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4399   -1.9215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7408   -1.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3010    0.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5048    1.2733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7318    0.3704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2688   -1.0186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4260   -3.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6444   -4.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5026   -5.7808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1385   -6.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0838   -5.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421   -4.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3578   -0.1497    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  9  1  0
  8  7  1  0
  7  5  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  7 13  1  0
  1 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3798249

   ---

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: 268.71

Molecular Weight (Monoisotopic): 268.0516

AlogP: 3.56

#Rotatable Bonds: 1

Polar Surface Area: 46.50

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.77

CX Basic pKa: 5.16

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 4

Heavy Atoms: 19

QED Weighted: 0.57

Np Likeness Score: -1.60

References

1. McBride C, Cheruvallath Z, Komandla M, Tang M, Farrell P, Lawson JD, Vanderpool D, Wu Y, Dougan DR, Plonowski A, Holub C, Larson C..  (2016)  Discovery of potent, reversible MetAP2 inhibitors via fragment based drug discovery and structure based drug design-Part 2.,  26  (12): [PMID:27136719] [10.1016/j.bmcl.2016.04.072]

Source

Source(1):

• Scientific Literature