7-(3-aminoprop-1-ynyl)-2-cyclohexyl-N-(1-isopropylpiperidin-4-yl)-6-methoxyquinazolin-4-amine

ID: ALA4525421

PubChem CID: 155543202

Max Phase: Preclinical

Molecular Formula: C26H37N5O

Molecular Weight: 435.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(NC3CCN(C(C)C)CC3)nc(C3CCCCC3)nc2cc1C#CCN

Standard InChI:  InChI=1S/C26H37N5O/c1-18(2)31-14-11-21(12-15-31)28-26-22-17-24(32-3)20(10-7-13-27)16-23(22)29-25(30-26)19-8-5-4-6-9-19/h16-19,21H,4-6,8-9,11-15,27H2,1-3H3,(H,28,29,30)

Standard InChI Key:  FEQYZGXPHHNDPQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   17.1183   -4.2510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1172   -5.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8252   -5.4795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8234   -3.8421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5321   -4.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5328   -5.0664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2414   -5.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9496   -5.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9449   -4.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2358   -3.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8210   -3.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1121   -2.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1122   -1.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4074   -1.3914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6985   -1.7986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6990   -2.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4083   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9911   -1.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6501   -3.8276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6451   -3.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4127   -5.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7055   -5.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9995   -5.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9947   -6.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7019   -6.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4140   -6.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9917   -0.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2831   -1.7975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6589   -5.4685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3684   -5.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0799   -6.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0875   -7.0884    0.0000 N   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
  9 19  1  0
 19 20  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
  2 21  1  0
 18 27  1  0
 18 28  1  0
  8 29  1  0
 29 30  3  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525421

   ---

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: 435.62

Molecular Weight (Monoisotopic): 435.2998

AlogP: 4.28

#Rotatable Bonds: 5

Polar Surface Area: 76.30

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.37

CX LogP: 4.22

CX LogD: 1.19

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.68

Np Likeness Score: -0.77

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