N-(5-iodo-6-methylpyridin-2-yl)-3-nitro-4-(pyrrolidin-1-yl)benzamide

ID: ALA4103163

PubChem CID: 2976547

Max Phase: Preclinical

Molecular Formula: C17H17IN4O3

Molecular Weight: 452.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(NC(=O)c2ccc(N3CCCC3)c([N+](=O)[O-])c2)ccc1I

Standard InChI:  InChI=1S/C17H17IN4O3/c1-11-13(18)5-7-16(19-11)20-17(23)12-4-6-14(15(10-12)22(24)25)21-8-2-3-9-21/h4-7,10H,2-3,8-9H2,1H3,(H,19,20,23)

Standard InChI Key:  UTQUEUKBMMYCGL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.5414   -2.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5403   -3.0358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2484   -3.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9580   -3.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9552   -2.2127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2466   -1.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6664   -3.4428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6676   -4.2600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3734   -3.0331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0818   -3.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0784   -4.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7859   -4.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4940   -4.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4901   -3.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7820   -3.0288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8323   -3.4439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1249   -3.0347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8316   -4.2610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1957   -3.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2029   -4.6604    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    4.8336   -1.8079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7520   -0.9910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9526   -0.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5442   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0912   -2.1362    0.0000 C   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
 13 20  1  0
  1 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
M  CHG  2  16   1  17  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4103163

   N-(5-iodo-6-methylpyridin-2-yl)-3-nitro-4-pyrrolidin-1-ylbenzamide

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: 452.25

Molecular Weight (Monoisotopic): 452.0345

AlogP: 3.76

#Rotatable Bonds: 4

Polar Surface Area: 88.37

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.78

CX Basic pKa: 1.90

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.43

Np Likeness Score: -2.11

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