4-(5,6-dihydrothieno[2,3-h]quinazolin-2-ylamino)-N-(3-(dimethylamino)propyl)benzenesulfonamide

ID: ALA1085308

PubChem CID: 46890388

Max Phase: Preclinical

Molecular Formula: C21H25N5O2S2

Molecular Weight: 443.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCCNS(=O)(=O)c1ccc(Nc2ncc3c(n2)-c2ccsc2CC3)cc1

Standard InChI:  InChI=1S/C21H25N5O2S2/c1-26(2)12-3-11-23-30(27,28)17-7-5-16(6-8-17)24-21-22-14-15-4-9-19-18(10-13-29-19)20(15)25-21/h5-8,10,13-14,23H,3-4,9,11-12H2,1-2H3,(H,22,24,25)

Standard InChI Key:  QXKCVFCSUZQYJJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.0500   -9.8333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4667  -10.5500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.8790   -9.8308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1872  -12.2110    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9037  -11.7977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9008  -10.9672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1854  -10.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6188  -12.2091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3326  -11.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0444  -12.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7577  -11.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7569  -10.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0367  -10.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3263  -10.9725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1858  -10.9643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4602  -12.4818    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.8693  -13.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6758  -13.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4771  -11.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4816  -10.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7714  -10.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0522  -10.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0477  -11.7953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7624  -12.2151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8999  -10.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6147  -10.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3288  -10.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0437  -10.9617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7578  -10.5485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0444  -11.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 12  2  1  0
  7 20  1  0
  2 15  1  0
 19  4  1  0
  5  8  1  0
  2  1  2  0
 23 16  1  0
 16 17  1  0
 17 18  2  0
 18 24  1  0
 19 20  2  0
  8  9  1  0
  4  5  2  0
  9 10  2  0
  3  2  2  0
 10 11  1  0
  5  6  1  0
 19 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 11 12  2  0
 15 25  1  0
 25 26  1  0
 12 13  1  0
 26 27  1  0
  6  7  2  0
 27 28  1  0
 13 14  2  0
 28 29  1  0
 14  9  1  0
 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1085308

   4-(5,6-dihydrothieno[2,3-h]quinazolin-2-ylamino)-N-(3-(dimethylamino)propyl)benzenesulfonamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 443.60

Molecular Weight (Monoisotopic): 443.1450

AlogP: 3.28

#Rotatable Bonds: 8

Polar Surface Area: 87.22

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.66

CX Basic pKa: 9.28

CX LogP: 3.43

CX LogD: 1.70

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -1.79

References

1. Crombie AL, Sum FW, Powell DW, Hopper DW, Torres N, Berger DM, Zhang Y, Gavriil M, Sadler TM, Arndt K..  (2010)  Synthesis and biological evaluation of tricyclic anilinopyrimidines as IKKbeta inhibitors.,  20  (12): [PMID:20471256] [10.1016/j.bmcl.2010.04.022]

Source

Source(1):

• Scientific Literature