N-(3,4-dichlorophenyl)-7-(pyridin-4-yl)-2,3-dihydro-1H-benzo[e][1,4]diazepine-4(5H)-carboxamide

ID: ALA4782723

PubChem CID: 162664099

Max Phase: Preclinical

Molecular Formula: C21H18Cl2N4O

Molecular Weight: 413.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)c(Cl)c1)N1CCNc2ccc(-c3ccncc3)cc2C1

Standard InChI:  InChI=1S/C21H18Cl2N4O/c22-18-3-2-17(12-19(18)23)26-21(28)27-10-9-25-20-4-1-15(11-16(20)13-27)14-5-7-24-8-6-14/h1-8,11-12,25H,9-10,13H2,(H,26,28)

Standard InChI Key:  YKVVIEAZGZVHCN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
    3.7337   -9.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7326   -9.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4406  -10.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4388   -8.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0264  -10.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3188   -9.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6112  -10.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6101  -11.2007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3225  -11.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0271  -11.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1522   -9.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1475   -9.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7884   -8.6338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8023  -10.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5929   -8.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6053  -10.2933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -9.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1216  -10.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8312  -11.6906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9283  -10.7963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4446  -11.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1515  -12.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6671  -12.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4747  -12.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7641  -11.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2467  -11.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5704  -11.7930    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9919  -13.3278    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 11  2  0
 12  4  2  0
  4  1  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  2  5  1  0
 11 12  1  0
 12 13  1  0
 11 14  1  0
 13 15  1  0
 14 16  1  0
 15 17  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 25 27  1  0
 24 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782723

   ---

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: 413.31

Molecular Weight (Monoisotopic): 412.0858

AlogP: 5.52

#Rotatable Bonds: 2

Polar Surface Area: 57.26

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.10

CX Basic pKa: 5.30

CX LogP: 3.99

CX LogD: 3.99

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -1.64

References

1. Wilson JE,Kurukulasuriya R,Sinz C,Lombardo M,Bender K,Parker D,Sherer EC,Costa M,Dingley K,Li X,Mitelman S,Tong S,Bugianesi R,Ehrhardt A,Priest B,Ratliff K,Ujjainwalla F,Nargund R,Hagmann WK,Edmondson S.  (2016)  Discovery and development of benzo-[1,2,4]-triazolo-[1,4]-oxazepine GPR142 agonists for the treatment of diabetes.,  26  (12.0): [PMID:27240550] [10.1016/j.bmcl.2016.04.018]

Source

Source(1):

• Scientific Literature