1-(3-(2-cyclohexyl-4-(1-isopropylpiperidin-4-ylamino)-6-methoxyquinazolin-7-yl)prop-2-ynyl)pyrrolidin-2-one

ID: ALA4552592

PubChem CID: 155556005

Max Phase: Preclinical

Molecular Formula: C30H41N5O2

Molecular Weight: 503.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(NC3CCN(C(C)C)CC3)nc(C3CCCCC3)nc2cc1C#CCN1CCCC1=O

Standard InChI:  InChI=1S/C30H41N5O2/c1-21(2)34-17-13-24(14-18-34)31-30-25-20-27(37-3)23(11-7-15-35-16-8-12-28(35)36)19-26(25)32-29(33-30)22-9-5-4-6-10-22/h19-22,24H,4-6,8-10,12-18H2,1-3H3,(H,31,32,33)

Standard InChI Key:  YTZXLVDHUCDBOG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
    4.2785  -26.2326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2774  -27.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9854  -27.4611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9836  -25.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6923  -26.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6930  -27.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4015  -27.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1098  -27.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1051  -26.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3960  -25.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9812  -25.0066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2723  -24.6001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2724  -23.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5676  -23.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8587  -23.7802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8591  -24.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5685  -25.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1513  -23.3711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5729  -27.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657  -27.0466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597  -27.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1549  -28.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8621  -28.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5742  -28.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1519  -22.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433  -23.7791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8191  -27.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5286  -27.8509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2401  -28.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2477  -29.0700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8103  -25.8093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5949  -29.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8547  -30.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6719  -30.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9170  -29.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6914  -29.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5205  -26.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 19 20  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  2 19  1  0
 18 25  1  0
 18 26  1  0
  8 27  1  0
 27 28  3  0
 28 29  1  0
 29 30  1  0
  9 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 30  1  0
 35 36  2  0
 31 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4552592

   ---

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: 503.69

Molecular Weight (Monoisotopic): 503.3260

AlogP: 4.94

#Rotatable Bonds: 6

Polar Surface Area: 70.59

Molecular Species: BASE

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.31

CX LogP: 4.52

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.56

Np Likeness Score: -0.90

References

1. Leenders R, Zijlmans R, van Bree B, van de Sande M, Trivarelli F, Damen E, Wegert A, Müller D, Ehlert JE, Feger D, Heidemann-Dinger C, Kubbutat M, Schächtele C, Lenstra DC, Mecinović J, Müller G..  (2019)  Novel SAR for quinazoline inhibitors of EHMT1 and EHMT2.,  29  (17): [PMID:31350126] [10.1016/j.bmcl.2019.06.012]

Source

Source(1):

• Scientific Literature