26-amino-55-fluoro-11,7-dimethyl-6-oxo-11H-3-oxa-7-aza-2(3,5)-pyridina-1(4,3)-pyrazola-5(1,2)-benzenacyclooctaphane-15-carbonitrile

ID: ALA5286590

Max Phase: Preclinical

Molecular Formula: C20H17FN6O2

Molecular Weight: 392.39

Names and Identifiers

Canonical SMILES:  CN1Cc2nn(C)c(C#N)c2-c2cnc(N)c(c2)OCc2cc(F)ccc2C1=O

Standard InChI:  InChI=1S/C20H17FN6O2/c1-26-9-15-18(16(7-22)27(2)25-15)11-6-17(19(23)24-8-11)29-10-12-5-13(21)3-4-14(12)20(26)28/h3-6,8H,9-10H2,1-2H3,(H2,23,24)

Standard InChI Key:  HZCMQKCVEKESHL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.5969    0.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533   -0.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0029   -1.0072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796   -0.5200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4089    0.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8962    0.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3707    1.5734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4375   -0.7636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5683   -0.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4059   -1.4944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3248   -1.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0827   -1.5215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0571   -0.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6526   -1.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4361   -1.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6511   -2.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4375   -0.8989    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.8120   -0.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3248   -2.6583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0285   -1.9816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3197    1.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7877    2.2392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0097    2.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2742    1.3202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2548    0.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5841    2.6583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0588    1.1100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  2  2  0
  7  6  1  0
  7  8  3  0
  5  9  1  0
  3 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 14 13  2  0
 15 14  1  0
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 17 16  1  0
 18 17  2  0
 13 18  1  0
 16 19  1  0
 14 20  1  0
 12 21  2  0
 11 22  1  0
 23  1  2  0
 24 23  1  0
 25 24  2  0
 26 25  1  0
 27 26  2  0
  1 27  1  0
 25 28  1  0
 26 29  1  0
 20 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286590

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 392.39

Molecular Weight (Monoisotopic): 392.1397

AlogP: 2.24

#Rotatable Bonds: ┄

Polar Surface Area: 110.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.72

CX LogP: 1.21

CX LogD: 1.20

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -0.68

References

1. Glunz PW..  (2018)  Recent encounters with atropisomerism in drug discovery.,  28  (2.0): [PMID:29223590] [10.1016/j.bmcl.2017.11.050]

Source

Source(1):

• Scientific Literature