N-(3,4-dichlorophenyl)-7-(pyridin-4-yl)-3,4-dihydroisoquinoline-2(1H)-carboxamide

ID: ALA4764518

PubChem CID: 162661586

Max Phase: Preclinical

Molecular Formula: C21H17Cl2N3O

Molecular Weight: 398.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)c(Cl)c1)N1CCc2ccc(-c3ccncc3)cc2C1

Standard InChI:  InChI=1S/C21H17Cl2N3O/c22-19-4-3-18(12-20(19)23)25-21(27)26-10-7-14-1-2-16(11-17(14)13-26)15-5-8-24-9-6-15/h1-6,8-9,11-12H,7,10,13H2,(H,25,27)

Standard InChI Key:  RXGTWONCWBXKNX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   17.3526  -17.8627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8689  -18.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5785  -19.2682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6797  -18.3656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2002  -19.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9029  -19.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4226  -20.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2344  -20.2768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5238  -19.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0064  -18.8700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3342  -19.3706    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.7557  -20.9136    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.5099  -17.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5088  -17.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2209  -18.2863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2192  -16.6407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7985  -18.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0867  -17.8748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750  -18.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3739  -19.1043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0904  -19.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7992  -19.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9319  -17.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9351  -17.8706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6439  -18.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3509  -17.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6375  -16.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  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
  9 11  1  0
  8 12  1  0
 13 14  2  0
 14 15  1  0
 15 24  2  0
 23 16  2  0
 16 13  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 14 17  1  0
 23 24  1  0
 23 27  1  0
 24 25  1  0
 25  1  1  0
  1 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764518

   ---

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: 398.29

Molecular Weight (Monoisotopic): 397.0749

AlogP: 5.65

#Rotatable Bonds: 2

Polar Surface Area: 45.23

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.10

CX Basic pKa: 5.06

CX LogP: 4.73

CX LogD: 4.72

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -1.65

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