[2-(6-Isopropyl-7,8-dihydro-6H-9-oxa-1,2,3a,4,6-pentaazacyclopenta[a]naphthalen-3-yl)-quinolin-8-yl]-piperidin-4-ylmethyl-amine

ID: ALA4567516

PubChem CID: 155558576

Max Phase: Preclinical

Molecular Formula: C25H30N8O

Molecular Weight: 458.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)N1CCOc2c1cnn1c(-c3ccc4cccc(NCC5CCNCC5)c4n3)nnc21

Standard InChI:  InChI=1S/C25H30N8O/c1-16(2)32-12-13-34-23-21(32)15-28-33-24(30-31-25(23)33)20-7-6-18-4-3-5-19(22(18)29-20)27-14-17-8-10-26-11-9-17/h3-7,15-17,26-27H,8-14H2,1-2H3

Standard InChI Key:  ZFJYBIDCQXNLFR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 39  0  0  0  0  0  0  0  0999 V2000
    5.6476   -4.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3557   -4.5385    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0625   -3.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0628   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8414   -4.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3224   -3.7153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8410   -3.0532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6488   -3.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3553   -2.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3560   -2.0920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6519   -1.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9453   -2.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9430   -2.9062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0941   -5.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5443   -5.7609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1441   -6.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8890   -5.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5966   -6.7077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7986   -6.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2522   -7.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5025   -7.9160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3044   -8.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8473   -7.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4533   -6.9674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9050   -7.5734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1061   -7.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8582   -6.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0632   -6.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5116   -7.0541    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7607   -7.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5614   -8.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355   -3.3151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5275   -2.9069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2359   -4.1323    0.0000 C   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
 32 33  1  0
 32 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567516

   ---

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: 458.57

Molecular Weight (Monoisotopic): 458.2543

AlogP: 3.36

#Rotatable Bonds: 5

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: ┄

CX Basic pKa: 10.35

CX LogP: 2.39

CX LogD: -0.38

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -1.26

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