N-[2-(1,3,4,5-Tetrahydro-2H-2-benzazepin-2-yl)quinolin-4-yl]ethane-1,2-diamine

ID: ALA4162598

PubChem CID: 71255335

Max Phase: Preclinical

Molecular Formula: C21H24N4

Molecular Weight: 332.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCNc1cc(N2CCCc3ccccc3C2)nc2ccccc12

Standard InChI:  InChI=1S/C21H24N4/c22-11-12-23-20-14-21(24-19-10-4-3-9-18(19)20)25-13-5-8-16-6-1-2-7-17(16)15-25/h1-4,6-7,9-10,14H,5,8,11-13,15,22H2,(H,23,24)

Standard InChI Key:  JUWZQBRMSFXSPH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   35.6837  -14.0105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3934  -13.6011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3906  -12.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6820  -12.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9757  -13.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9780  -12.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2720  -12.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5634  -12.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5650  -13.6031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2715  -14.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6785  -11.5559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3844  -11.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0939  -11.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7998  -11.1383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.1018  -14.0063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7737  -13.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0428  -14.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6450  -15.3777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4533  -15.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5548  -13.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8611  -14.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6688  -14.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1710  -14.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8598  -13.2523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0530  -13.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  5  2  0
  4 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 15 16  1  0
 16 20  1  0
 15 17  1  0
 17 18  1  0
 21 19  1  0
 18 19  1  0
  2 15  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4162598

   N'-[2-(1,3,4,5-tetrahydro-2-benzazepin-2-yl)quinolin-4-yl]ethane-1,2-diamine

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: 332.45

Molecular Weight (Monoisotopic): 332.2001

AlogP: 3.56

#Rotatable Bonds: 4

Polar Surface Area: 54.18

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.76

CX LogP: 3.72

CX LogD: 0.02

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.77

Np Likeness Score: -1.26

References

1. Zheng X, Liang C, Wang L, Wang B, Liu Y, Feng S, Wu JZ, Gao L, Feng L, Chen L, Guo T, Shen HC, Yun H..  (2018)  Discovery of Benzoazepinequinoline (BAQ) Derivatives as Novel, Potent, Orally Bioavailable Respiratory Syncytial Virus Fusion Inhibitors.,  61  (22): [PMID:30339388] [10.1021/acs.jmedchem.8b01394]

Source

Source(1):

• Scientific Literature