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

ID: ALA4755519

PubChem CID: 162655503

Max Phase: Preclinical

Molecular Formula: C22H20Cl2N4O

Molecular Weight: 427.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CCN(C(=O)Nc2ccc(Cl)c(Cl)c2)Cc2cc(-c3ccncc3)ccc21

Standard InChI:  InChI=1S/C22H20Cl2N4O/c1-27-10-11-28(22(29)26-18-3-4-19(23)20(24)13-18)14-17-12-16(2-5-21(17)27)15-6-8-25-9-7-15/h2-9,12-13H,10-11,14H2,1H3,(H,26,29)

Standard InChI Key:  KRQDOZQITNXEFR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.0877   -9.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0866  -10.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7946  -11.1008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7928   -9.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3805  -11.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6728  -10.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9652  -11.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9641  -11.9147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6765  -12.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3811  -11.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5063  -10.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5015   -9.8687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1424   -9.3478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1563  -11.1986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9469   -9.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9593  -11.0074    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3082  -10.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4756  -11.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1852  -12.4046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2823  -11.5103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7986  -12.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5055  -12.9062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0211  -13.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8287  -13.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1182  -12.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6007  -12.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9244  -12.5070    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   21.3459  -14.0418    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.9517   -8.5531    0.0000 C   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
 13 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4755519

   ---

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: 427.33

Molecular Weight (Monoisotopic): 426.1014

AlogP: 5.54

#Rotatable Bonds: 2

Polar Surface Area: 48.47

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.10

CX Basic pKa: 5.29

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.58

Np Likeness Score: -1.66

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