3-amino-4-(furan-2-yl)-6,7,8,9,10,11-hexahydro-5H-cyclonona[e]thieno[2,3-b]pyridine-2-carboxamide

ID: ALA1092820

Cas Number: 1226794-97-3

PubChem CID: 46830215

Product Number: A609124, Order Now?

Max Phase: Preclinical

Molecular Formula: C19H21N3O2S

Molecular Weight: 355.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1sc2nc3c(c(-c4ccco4)c2c1N)CCCCCCC3

Standard InChI:  InChI=1S/C19H21N3O2S/c20-16-15-14(13-9-6-10-24-13)11-7-4-2-1-3-5-8-12(11)22-19(15)25-17(16)18(21)23/h6,9-10H,1-5,7-8,20H2,(H2,21,23)

Standard InChI Key:  YKPDLYPZCGMXBO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   -1.4674  -17.5089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4652  -15.8545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7502  -16.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7528  -17.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0392  -17.3591    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.5312  -16.6863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0433  -16.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3012  -15.2252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3578  -16.6888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7689  -17.4060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733  -15.9742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4657  -15.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8025  -14.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0584  -13.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8850  -13.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1399  -14.5424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7092  -17.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5225  -17.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2263  -17.4477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1818  -17.0929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1805  -16.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7026  -15.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5098  -15.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5016  -16.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2159  -15.9029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  2 12  1  0
 12 13  2  0
  2 21  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 12  1  0
  7  3  1  0
  3  4  1  0
  7  8  1  0
 20  1  1  0
  6  9  1  0
  1  4  2  0
  9 10  2  0
  9 11  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 24 19  1  0
 24 25  1  0
 25 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092820

   6-amino-8-(furan-2-yl)-4-thia-2-azatricyclo[7.7.0.03,7]hexadeca-1(9),2,5,7-tetraene-5-carboxamide

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: 355.46

Molecular Weight (Monoisotopic): 355.1354

AlogP: 4.29

#Rotatable Bonds: 2

Polar Surface Area: 95.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.72

Np Likeness Score: -1.53

References

1. Lockman JW, Reeder MD, Suzuki K, Ostanin K, Hoff R, Bhoite L, Austin H, Baichwal V, Adam Willardsen J..  (2010)  Inhibition of eEF2-K by thieno[2,3-b]pyridine analogues.,  20  (7): [PMID:20189382] [10.1016/j.bmcl.2010.02.005]

Source

Source(1):

• Scientific Literature