7-fluoro-4-(5-methyl-3H-imidazo[4,5-b]pyridin-6-yl)-1,4-dihydropyrazolo[4,3-b]indole

ID: ALA3797399

PubChem CID: 73426341

Max Phase: Preclinical

Molecular Formula: C16H11FN6

Molecular Weight: 306.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2[nH]cnc2cc1-n1c2ccc(F)cc2c2[nH]ncc21

Standard InChI:  InChI=1S/C16H11FN6/c1-8-13(5-11-16(21-8)19-7-18-11)23-12-3-2-9(17)4-10(12)15-14(23)6-20-22-15/h2-7H,1H3,(H,20,22)(H,18,19,21)

Standard InChI Key:  BGVWCIRYUNODHW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 27  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
   -4.4604    2.0931    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9581   -4.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5172   -5.7925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6462   -4.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1462   -6.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0766   -5.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2676   -6.4515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8018   -7.8491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2992   -7.8361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7334   -3.7704    0.0000 C   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
  7 13  1  0
  2 14  1  0
 13 15  2  0
 15 19  1  0
 18 16  1  0
 16 17  2  0
 17 13  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 18  1  0
 17 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3797399

   7-Fluoro-4-(5-Methyl-3h-Imidazo[4,5-B]pyridin-6-Yl)-2,4-Dihydropyrazolo[4,3-B]indole

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: 306.30

Molecular Weight (Monoisotopic): 306.1029

AlogP: 3.23

#Rotatable Bonds: 1

Polar Surface Area: 75.18

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.14

CX Basic pKa: 3.17

CX LogP: 2.02

CX LogD: 2.02

Aromatic Rings: 5

Heavy Atoms: 23

QED Weighted: 0.50

Np Likeness Score: -1.25

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