[7-Chloro-2-(6-methyl-7,8-dihydro-6H-9-oxa-1,2,3a,4,6-pentaaza-cyclopenta[a]naphthalen-3-yl)-quinolin-8-yl]-(4-fluoropiperidin-4-ylmethyl)-amine

ID: ALA4483071

PubChem CID: 155539760

Max Phase: Preclinical

Molecular Formula: C23H24ClFN8O

Molecular Weight: 482.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCOc2c1cnn1c(-c3ccc4ccc(Cl)c(NCC5(F)CCNCC5)c4n3)nnc21

Standard InChI:  InChI=1S/C23H24ClFN8O/c1-32-10-11-34-20-17(32)12-28-33-21(30-31-22(20)33)16-5-3-14-2-4-15(24)19(18(14)29-16)27-13-23(25)6-8-26-9-7-23/h2-5,12,26-27H,6-11,13H2,1H3

Standard InChI Key:  PQKSGKOVSKUOPB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 39  0  0  0  0  0  0  0  0999 V2000
   24.5338   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2419   -3.9813    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9487   -2.7492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9490   -3.5678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7276   -3.8206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2086   -3.1581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7272   -2.4961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5350   -2.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2415   -2.3457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2422   -1.5348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5381   -1.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8315   -1.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8292   -2.3490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9803   -4.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4305   -5.2037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0303   -5.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7752   -4.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4828   -6.1505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6848   -5.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1384   -6.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3887   -7.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1906   -7.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7335   -6.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3395   -6.4102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.7912   -7.0162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9923   -6.8444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7444   -6.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9494   -5.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3978   -6.4969    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6469   -7.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4476   -7.4521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1216   -2.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2021   -7.6312    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   25.8416   -7.9658    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  8  1  1  0
  1  2  2  0
  2  4  1  0
  3  9  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  3  2  0
  8  9  2  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  2  0
 15 19  1  0
 18 16  1  0
 16 17  2  0
 17 14  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 18  2  0
 20 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 13 32  1  0
 26 33  1  0
 21 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483071

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 482.95

Molecular Weight (Monoisotopic): 482.1746

AlogP: 3.33

#Rotatable Bonds: 4

Polar Surface Area: 92.50

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.71

CX Basic pKa: 9.83

CX LogP: 1.88

CX LogD: -0.48

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -1.23

References

1. Martínez-González S, Rodríguez-Arístegui S, Gómez de la Oliva CA, Hernández AI, González Cantalapiedra E, Varela C, García AB, Rabal O, Oyarzabal J, Bischoff JR, Klett J, Albarrán MI, Cebriá A, Ajenjo N, García-Serelde B, Gómez-Casero E, Cuadrado-Urbano M, Cebrián D, Blanco-Aparicio C, Pastor J..  (2019)  Discovery of novel triazolo[4,3-b]pyridazin-3-yl-quinoline derivatives as PIM inhibitors.,  168  [PMID:30802730] [10.1016/j.ejmech.2019.02.022]

Source

Source(1):

• Scientific Literature