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

ID: ALA2298569

PubChem CID: 136241599

Max Phase: Preclinical

Molecular Formula: C18H13ClN4OS

Molecular Weight: 368.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2nc3c(cc2c1)C=NN=C(Nc1ccccc1Cl)S3

Standard InChI:  InChI=1S/C18H13ClN4OS/c1-24-13-6-7-15-11(9-13)8-12-10-20-23-18(25-17(12)21-15)22-16-5-3-2-4-14(16)19/h2-10H,1H3,(H,22,23)

Standard InChI Key:  IPEKLMJBULMQER-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    2.3635   -9.5504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3623  -10.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0704  -10.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0686   -9.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7772   -9.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780  -10.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4865  -10.7728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4809   -9.1365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2001  -10.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1900   -9.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8277   -9.0148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8534  -10.8656    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332   -9.1823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6552  -10.6692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9993   -9.9193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3008  -11.1689    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2991  -11.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6557   -9.1419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5861  -12.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5795  -13.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2846  -13.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9978  -13.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0008  -12.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7099  -11.9870    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6555   -8.3248    0.0000 C   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
 18 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298569

   ---

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: 368.85

Molecular Weight (Monoisotopic): 368.0499

AlogP: 4.80

#Rotatable Bonds: 2

Polar Surface Area: 58.87

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.27

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.71

Np Likeness Score: -1.07

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