(Z)-3-((6-chloropyridin-3-yl)methylamino)-3-(methylthio)-2-(morpholine-4-carbonyl)acrylonitrile

ID: ALA2273017

PubChem CID: 76327059

Max Phase: Preclinical

Molecular Formula: C15H17ClN4O2S

Molecular Weight: 352.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS/C(NCc1ccc(Cl)nc1)=C(/C#N)C(=O)N1CCOCC1

Standard InChI:  InChI=1S/C15H17ClN4O2S/c1-23-14(19-10-11-2-3-13(16)18-9-11)12(8-17)15(21)20-4-6-22-7-5-20/h2-3,9,19H,4-7,10H2,1H3/b14-12-

Standard InChI Key:  XVZAORBQLQAISX-OWBHPGMISA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   25.0233   -2.0527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8387   -2.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2457   -1.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8383   -0.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0197   -0.6460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6165   -1.3511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7993   -1.3535    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.0628   -1.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4713   -2.0573    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2885   -2.0575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6969   -2.7653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5141   -2.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2881   -3.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8812   -4.1815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9225   -3.4733    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9228   -2.0579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6972   -1.3499    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.5144   -1.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5105   -4.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9154   -4.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7330   -4.8925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.1439   -4.1851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7373   -3.4732    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
  6  7  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  3  0
 12 15  1  0
 12 16  2  0
 10 17  1  0
 17 18  1  0
 15 19  1  0
 15 23  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2273017

   (Z)-3-[(6-chloropyridin-3-yl)methylamino]-3-methylsulfanyl-2-(morpholine-4-carbonyl)prop-2-enenitrile

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: 352.85

Molecular Weight (Monoisotopic): 352.0761

AlogP: 1.78

#Rotatable Bonds: 5

Polar Surface Area: 78.25

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.48

CX LogD: 1.48

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.49

Np Likeness Score: -1.95

References

1. Wang Q, Sun H, Cao H, Cheng M, Huang R..  (2003)  Synthesis and herbicidal activity of 2-cyano-3-substituted-pyridinemethylaminoacrylates.,  51  (17): [PMID:12903965] [10.1021/jf034067s]

Source

Source(1):

• Scientific Literature