2-[2-Ethoxy-5-(1-imino-1-oxo-1lambda(6)-thiomorpholine-4-sulfonyl)-phenyl]-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

ID: ALA4759667

PubChem CID: 162658107

Max Phase: Preclinical

Molecular Formula: C21H28N6O5S2

Molecular Weight: 508.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCc1nc(C)c2c(=O)[nH]c(-c3cc(S(=O)(=O)N4CCS(=N)(=O)CC4)ccc3OCC)nn12

Standard InChI:  InChI=1S/C21H28N6O5S2/c1-4-6-18-23-14(3)19-21(28)24-20(25-27(18)19)16-13-15(7-8-17(16)32-5-2)34(30,31)26-9-11-33(22,29)12-10-26/h7-8,13,22H,4-6,9-12H2,1-3H3,(H,24,25,28)

Standard InChI Key:  SULSFJQHLIQKLR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 37  0  0  0  0  0  0  0  0999 V2000
    7.7249   -3.6458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3166   -4.3624    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1414   -4.3577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3499   -5.5958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1749   -5.5999    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7661   -4.8834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4694   -6.8416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682   -7.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1830   -8.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8995   -7.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8965   -6.8379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1812   -6.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6122   -8.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6115   -8.9050    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0395   -8.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3239   -7.6644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8920   -5.1892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6057   -5.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3168   -5.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6030   -3.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8856   -4.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7547   -7.6690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0388   -8.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3264   -9.3189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4987  -10.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3177  -10.2088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6514   -9.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4581   -9.2835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9476  -10.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2036  -11.5221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6525  -12.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1828   -8.9068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4682   -9.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4680  -10.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  2  0
  6  5  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 13 14  2  0
 13 16  1  0
 14 24  1  0
 23 15  1  0
 15 16  1  0
 10 13  1  0
 12  5  1  0
  5 17  1  0
 17 18  1  0
 17 21  1  0
 18 19  1  0
 19  2  1  0
  2 20  1  0
 20 21  1  0
 15 22  2  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 23  2  0
 27 28  1  0
 25 29  1  0
 29 30  1  0
 30 31  1  0
  9 32  1  0
 32 33  1  0
 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759667

   ---

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: 508.63

Molecular Weight (Monoisotopic): 508.1563

AlogP: 1.80

#Rotatable Bonds: 7

Polar Surface Area: 150.58

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.73

CX Basic pKa: 2.62

CX LogP: -0.42

CX LogD: -0.42

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.49

Np Likeness Score: -1.49

References

1. Mäder P,Kattner L.  (2020)  Sulfoximines as Rising Stars in Modern Drug Discovery? Current Status and Perspective on an Emerging Functional Group in Medicinal Chemistry.,  63  (23.0): [PMID:32870008] [10.1021/acs.jmedchem.0c00960]

Source

Source(1):

• Scientific Literature