(S)-3-(5-(3-morpholino-5-(trifluoromethyl)pyridin-2-yl)-1,3,4-oxadiazol-2-ylamino)-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one

ID: ALA4475481

PubChem CID: 134461434

Max Phase: Phase

Molecular Formula: C27H22F3N7O3

Molecular Weight: 549.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Nc2ccccc2C(c2ccccc2)=N[C@@H]1Nc1nnc(-c2ncc(C(F)(F)F)cc2N2CCOCC2)o1

Standard InChI:  InChI=1S/C27H22F3N7O3/c28-27(29,30)17-14-20(37-10-12-39-13-11-37)22(31-15-17)25-35-36-26(40-25)34-23-24(38)32-19-9-5-4-8-18(19)21(33-23)16-6-2-1-3-7-16/h1-9,14-15,23H,10-13H2,(H,32,38)(H,34,36)/t23-/m1/s1

Standard InChI Key:  VGGNPZNYTJXPEW-HSZRJFAPSA-N

Molfile:  

     RDKit          2D

 40 45  0  0  0  0  0  0  0  0999 V2000
   -1.8975    2.9463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6408    2.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8243    1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3100    1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4850    1.1391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9706    1.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1542    2.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6127    1.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2175    2.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0339    2.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2456    3.1495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6679    0.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4906    0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8486   -0.4092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3839   -1.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5612   -1.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2032   -0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823    1.5409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4225    2.1020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2389    2.9064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5494    3.1496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2441    2.0281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5684    2.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9472    3.3295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8873    4.4056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5086    3.8628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3491    3.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9704    2.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7512    2.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9106    3.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2893    4.1294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0468    5.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6913    3.8532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8508    4.6626    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.3126    3.3103    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4721    4.1198    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1066    4.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4853    4.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447    5.4912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4255    5.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  1  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  2 11  1  0
  3  8  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 12 13  2  0
 12 17  1  0
  4 12  1  0
 18 19  1  0
 19 20  2  0
  6 18  1  1
  7 21  2  0
 22 23  1  0
 23 24  2  0
 19 22  1  0
 20 24  1  0
 25 26  1  0
 26 27  2  0
 23 27  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 26 31  1  0
 27 28  1  0
 25 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 25 37  1  0
 32 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475481

   ZELICAPAVIR

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: 549.51

Molecular Weight (Monoisotopic): 549.1736

AlogP: 4.21

#Rotatable Bonds: 5

Polar Surface Area: 117.77

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -3.40

CX Basic pKa: 1.92

CX LogP: 3.56

CX LogD: 2.61

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.38

Np Likeness Score: -1.06

References

1. Cockerill GS, Good JAD, Mathews N..  (2019)  State of the Art in Respiratory Syncytial Virus Drug Discovery and Development.,  62  (7): [PMID:30411898] [10.1021/acs.jmedchem.8b01361]

2. International Nonproprietary Names for Pharmaceutical Substances (INN), 

Source

Source(2):

• Scientific Literature
• International Nonproprietary Names