3-amino-4-(furan-2-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[e]thieno[2,3-b]pyridine-2-carboxamide

ID: ALA1093963

PubChem CID: 5073419

Max Phase: Preclinical

Molecular Formula: C17H17N3O2S

Molecular Weight: 327.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)c1sc2nc3c(c(-c4ccco4)c2c1N)CCCCC3

Standard InChI:  InChI=1S/C17H17N3O2S/c18-14-13-12(11-7-4-8-22-11)9-5-2-1-3-6-10(9)20-17(13)23-15(14)16(19)21/h4,7-8H,1-3,5-6,18H2,(H2,19,21)

Standard InChI Key:  CHYAJKOQMTYFLM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   16.5235  -10.5546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5257   -8.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2368   -9.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2343  -10.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0219  -10.4056    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.5113   -9.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0261   -9.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2825   -8.2833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3334   -9.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7423  -10.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7466   -9.0282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5252   -8.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1849   -7.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9304   -6.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1082   -6.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8547   -7.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8167   -9.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8133  -10.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1655  -10.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1700   -8.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3606  -10.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3631   -8.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0057   -9.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9 11  1  0
  3  2  2  0
  2 12  1  0
 12 13  2  0
  2 17  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
 17 18  2  0
  7  8  1  0
 18 19  1  0
 18  1  1  0
 17 20  1  0
  6  9  1  0
 19 21  1  0
  1  4  2  0
 20 22  1  0
  9 10  2  0
 21 23  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1093963

   3-amino-4-(furan-2-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[e]thieno[2,3-b]pyridine-2-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: 327.41

Molecular Weight (Monoisotopic): 327.1041

AlogP: 3.51

#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: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -1.66

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