1-Cyclopentyl-4,4-dimethyl-7-((4-(4-methylpiperazin-1-yl)-phenyl)amino)-1,4-dihydro-2H-pyrimido[4,5-d][1,3]oxazin-2-one

ID: ALA4852557

PubChem CID: 164612861

Max Phase: Preclinical

Molecular Formula: C25H34N6O2

Molecular Weight: 450.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C1OC(=O)N(C2CCCC2)c2nc(Nc3ccc(N4CCN(C)CC4)cc3)ncc21

Standard InChI:  InChI=1S/C25H34N6O2/c1-17(2)22-21-16-26-24(28-23(21)31(25(32)33-22)20-6-4-5-7-20)27-18-8-10-19(11-9-18)30-14-12-29(3)13-15-30/h8-11,16-17,20,22H,4-7,12-15H2,1-3H3,(H,26,27,28)

Standard InChI Key:  LSVFBVIPBGBAEI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
    4.8454   -2.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7267   -2.7487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255   -3.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4336   -3.9772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4318   -2.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1404   -2.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1438   -3.5703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8562   -3.9777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5697   -3.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5664   -2.7392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0175   -3.9763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169   -4.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3108   -5.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3098   -6.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0177   -6.4299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281   -6.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -5.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2786   -3.9711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8584   -4.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8389   -1.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5433   -1.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1279   -1.1035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2013   -5.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4559   -6.0559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2731   -6.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5234   -5.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0181   -7.2471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125   -7.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3110   -8.4665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0171   -8.8785    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7264   -8.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7296   -7.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0145   -9.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  1  1  0
  3 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 18  2  0
  8 19  1  0
  1 20  1  0
 20 21  1  0
 20 22  1  0
 19 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 19  1  0
 15 27  1  0
 27 28  1  0
 27 32  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4852557

   ---

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: 450.59

Molecular Weight (Monoisotopic): 450.2743

AlogP: 4.57

#Rotatable Bonds: 5

Polar Surface Area: 73.83

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.96

CX LogP: 4.85

CX LogD: 4.19

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.72

Np Likeness Score: -0.89

References

1. Yuan Y, Xu J, Jiang L, Yu K, Ge Y, Li M, He H, Niu Q, Shi X, Fan L, Chen Z, Zhao Z, Li S, Xu Y, Wang Z, Li H..  (2021)  Discovery, Optimization, and Structure-Activity Relationship Study of Novel and Potent RSK4 Inhibitors as Promising Agents for the Treatment of Esophageal Squamous Cell Carcinoma.,  64  (18.0): [PMID:34496560] [10.1021/acs.jmedchem.1c00969]

Source

Source(1):

• Scientific Literature