N-(5-iodo-6-methylpyridin-2-yl)-2-morpholino-5-nitrobenzamide

ID: ALA4091583

PubChem CID: 2987054

Max Phase: Preclinical

Molecular Formula: C17H17IN4O4

Molecular Weight: 468.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(NC(=O)c2cc([N+](=O)[O-])ccc2N2CCOCC2)ccc1I

Standard InChI:  InChI=1S/C17H17IN4O4/c1-11-14(18)3-5-16(19-11)20-17(23)13-10-12(22(24)25)2-4-15(13)21-6-8-26-9-7-21/h2-5,10H,6-9H2,1H3,(H,19,20,23)

Standard InChI Key:  YWZOAJHLWGABLI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    4.2001   -2.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1990   -3.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9070   -4.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -3.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6138   -2.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9052   -2.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3250   -4.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3263   -4.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0321   -3.6935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7404   -4.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7371   -4.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4446   -5.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1526   -4.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1487   -4.0928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4406   -3.6891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4909   -4.1042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7835   -3.6951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4903   -4.9214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8543   -3.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3200   -2.4618    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0305   -2.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7346   -2.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7357   -1.6469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0266   -1.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3164   -1.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8615   -5.3208    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  2 16  1  0
 16 17  1  0
 16 18  2  0
 14 19  1  0
  5 20  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 13 26  1  0
M  CHG  2  16   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4091583

   N-(5-iodo-6-methylpyridin-2-yl)-2-morpholin-4-yl-5-nitrobenzamide

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: 468.25

Molecular Weight (Monoisotopic): 468.0295

AlogP: 2.99

#Rotatable Bonds: 4

Polar Surface Area: 97.60

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.54

CX Basic pKa: 1.89

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.42

Np Likeness Score: -2.20

References

1. Siddiqui-Jain A, Hoj JP, Hargiss JB, Hoj TH, Payne CJ, Ritchie CA, Herron SR, Quinn C, Schuler JT, Hansen MDH..  (2017)  Pyridine-pyrimidine amides that prevent HGF-induced epithelial scattering by two distinct mechanisms.,  27  (17): [PMID:28780159] [10.1016/j.bmcl.2017.07.063]

Source

Source(1):

• Scientific Literature