2-(6-(tert-butylsulfonyl)-4-(4,5-dimethyl-1H-pyrazol-3-ylamino)quinazolin-7-yloxy)ethanol

ID: ALA4535001

PubChem CID: 132019696

Max Phase: Preclinical

Molecular Formula: C19H25N5O4S

Molecular Weight: 419.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1[nH]nc(Nc2ncnc3cc(OCCO)c(S(=O)(=O)C(C)(C)C)cc23)c1C

Standard InChI:  InChI=1S/C19H25N5O4S/c1-11-12(2)23-24-17(11)22-18-13-8-16(29(26,27)19(3,4)5)15(28-7-6-25)9-14(13)20-10-21-18/h8-10,25H,6-7H2,1-5H3,(H2,20,21,22,23,24)

Standard InChI Key:  OCPTXWFECXJERM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   28.0363   -5.4108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4531   -6.1248    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.8615   -5.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9023   -6.5499    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9011   -7.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6133   -7.7866    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6115   -6.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3243   -6.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3250   -7.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0377   -7.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7501   -7.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7453   -6.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0321   -6.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6091   -5.3197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8960   -4.9091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0023   -3.9259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1445   -5.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5992   -4.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1649   -6.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8742   -6.1179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1698   -7.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8729   -6.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7923   -4.1355    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9756   -6.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7826   -4.7261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4635   -7.7756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.4667   -8.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1760   -9.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8862   -8.5914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  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
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  7 14  1  0
 14 15  1  0
 15 23  2  0
 16 18  1  0
 17 15  1  0
 17 18  2  0
 12  2  1  0
  2 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 16 23  1  0
 17 24  1  0
 18 25  1  0
 11 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535001

   ---

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: 419.51

Molecular Weight (Monoisotopic): 419.1627

AlogP: 2.66

#Rotatable Bonds: 6

Polar Surface Area: 130.09

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.25

CX Basic pKa: 3.67

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -0.84

References

1. Asquith CRM, Berger BT, Wan J, Bennett JM, Capuzzi SJ, Crona DJ, Drewry DH, East MP, Elkins JM, Fedorov O, Godoi PH, Hunter DM, Knapp S, Müller S, Torrice CD, Wells CI, Earp HS, Willson TM, Zuercher WJ..  (2019)  SGC-GAK-1: A Chemical Probe for Cyclin G Associated Kinase (GAK).,  62  (5): [PMID:30768268] [10.1021/acs.jmedchem.8b01213]

Source

Source(1):

• Scientific Literature