(2Z,4Z)-N-(2-Chlorophenyl)-8-methyl-[1,3,4]thiadiazepino[7,6-b]quinolin-2-amine

ID: ALA2298721

PubChem CID: 136240075

Max Phase: Preclinical

Molecular Formula: C18H13ClN4S

Molecular Weight: 352.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc3c(cc2c1)C=NN=C(Nc1ccccc1Cl)S3

Standard InChI:  InChI=1S/C18H13ClN4S/c1-11-6-7-15-12(8-11)9-13-10-20-23-18(24-17(13)21-15)22-16-5-3-2-4-14(16)19/h2-10H,1H3,(H,22,23)

Standard InChI Key:  ZJJSAWDHFNEYNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    3.1064  -10.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1052  -11.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8133  -11.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8115   -9.8060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5201  -10.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5209  -11.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2294  -11.4373    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2238   -9.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9430  -11.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9329  -10.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5706   -9.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5963  -11.5301    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3762   -9.8468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3981  -11.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7422  -10.5838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0437  -11.8334    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0420  -12.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3986   -9.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3290  -13.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3224  -13.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0275  -14.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7407  -13.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7437  -13.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4528  -12.6515    0.0000 Cl  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  9  2  0
 10  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 11 13  2  0
 12 14  1  0
 13 15  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
  1 18  1  0
 17 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 17  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298721

   ---

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: 352.85

Molecular Weight (Monoisotopic): 352.0549

AlogP: 5.10

#Rotatable Bonds: 1

Polar Surface Area: 49.64

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 0.32

CX LogP: 5.61

CX LogD: 5.61

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.66

Np Likeness Score: -1.23

References

1. Raza HM, Rizvi N, Siddiqui HL, Javaid A, Iqbal M.  (2013)  Synthesis and biological evaluation of new [1,3,4]thiadiazepino[7,6-b]quinolin-2-amines as potent anti-microbial agents,  22  (8): [10.1007/s00044-012-0389-z]

Source

Source(1):

• Scientific Literature