SID26658115

ID: ALA1422133

PubChem CID: 4830957

Max Phase: Preclinical

Molecular Formula: C19H22N6O4S

Molecular Weight: 430.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1CCN(c2nc(N)c3c(N)nc(SCC(=O)O)cc3c2C#N)CC1

Standard InChI:  InChI=1S/C19H22N6O4S/c1-2-29-19(28)10-3-5-25(6-4-10)18-12(8-20)11-7-13(30-9-14(26)27)23-16(21)15(11)17(22)24-18/h7,10H,2-6,9H2,1H3,(H2,21,23)(H2,22,24)(H,26,27)

Standard InChI Key:  GREDNHREVCFGKQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    2.0445    0.9902    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1002    1.8152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858    3.0527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1879    0.5777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4734    1.8152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5279   -0.2473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2423    0.9902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3300   -0.2473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -1.4848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155   -1.4848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134    2.6402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0989    0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0989   -0.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134    0.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5279    0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134   -0.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155   -0.6598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6155    0.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3300    0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8134    1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9568    0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2423    1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713    1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6713    0.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9568    2.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3858    2.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7590    0.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4734    0.9902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8147    2.2277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5292    1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0
  1 27  1  0
  2 26  1  0
  2 29  1  0
  3 26  2  0
  4 28  2  0
  5 28  1  0
  6 15  2  0
  6 16  1  0
  7 15  1  0
  7 21  1  0
  7 22  1  0
  8 17  2  0
  8 19  1  0
  9 16  1  0
 10 17  1  0
 11 20  3  0
 12 13  1  0
 12 14  2  0
 12 18  1  0
 13 16  2  0
 13 17  1  0
 14 15  1  0
 14 20  1  0
 18 19  2  0
 21 24  1  0
 22 25  1  0
 23 24  1  0
 23 25  1  0
 23 26  1  0
 27 28  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1422133

   2-[[1,8-Diamino-5-cyano-6-(4-ethoxycarbonylpiperidin-1-yl)-2,7-naphthyridin-3-yl]sulfanyl]acetic acid

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: 430.49

Molecular Weight (Monoisotopic): 430.1423

AlogP: 1.62

#Rotatable Bonds: 6

Polar Surface Area: 168.45

Molecular Species: ACID

HBA: 10

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.25

CX Basic pKa: 2.50

CX LogP: 0.90

CX LogD: -1.91

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -1.05

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays