(S)-2,4-diamino-6-(6-(5-chloro-4-oxo-3-phenyl-3,4-dihydroquinazolin-2-yl)-5-azaspiro[2.4]heptan-5-yl)pyrimidine-5-carbonitrile

ID: ALA4749200

PubChem CID: 162651946

Max Phase: Preclinical

Molecular Formula: C25H21ClN8O

Molecular Weight: 484.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1c(N)nc(N)nc1N1CC2(CC2)C[C@H]1c1nc2cccc(Cl)c2c(=O)n1-c1ccccc1

Standard InChI:  InChI=1S/C25H21ClN8O/c26-16-7-4-8-17-19(16)23(35)34(14-5-2-1-3-6-14)22(30-17)18-11-25(9-10-25)13-33(18)21-15(12-27)20(28)31-24(29)32-21/h1-8,18H,9-11,13H2,(H4,28,29,31,32)/t18-/m0/s1

Standard InChI Key:  DEQCFSACIVEXND-SFHVURJKSA-N

Molfile:  

 
     RDKit          2D

 35 40  0  0  0  0  0  0  0  0999 V2000
   28.2633   -5.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5575   -5.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2678   -5.8734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7231   -3.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7220   -4.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4300   -5.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4282   -3.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1368   -3.9791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1402   -4.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8486   -5.2049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.5583   -4.7940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5549   -3.9733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8419   -3.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8374   -2.7465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2673   -5.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3549   -6.0115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1547   -6.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0129   -4.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2601   -3.5632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9693   -3.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6753   -3.5612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6732   -2.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9593   -2.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2562   -2.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7511   -6.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9726   -6.3078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3671   -6.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5389   -7.6553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9238   -7.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3198   -7.9074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4258   -2.7567    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.6991   -7.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4778   -7.8490    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4936   -8.7059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5893   -6.6047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  1  3  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 15 16  1  0
 16 17  1  0
 17  2  1  0
  2 18  1  0
 18 15  1  0
 15 11  1  6
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 12 19  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 30  1  0
 29 25  1  0
 16 25  1  0
 29 30  2  0
  7 31  1  0
 32 33  3  0
 29 32  1  0
 30 34  1  0
 27 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4749200

   ---

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: 484.95

Molecular Weight (Monoisotopic): 484.1527

AlogP: 3.60

#Rotatable Bonds: 3

Polar Surface Area: 139.74

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.27

CX LogP: 4.08

CX LogD: 4.08

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -0.81

References

1. Tao Q,Chen Y,Liang X,Hu Y,Li J,Fang F,Wang H,Meng C,Liang J,Ma X,Gui S.  (2020)  Structurally novel PI3Kδ/γ dual inhibitors characterized by a seven-membered spirocyclic spacer: The SARs investigation and PK evaluation.,  191  [PMID:32078865] [10.1016/j.ejmech.2020.112143]

Source

Source(1):

• Scientific Literature