rac-3-amino-4-(furan-2-yl)-8-methyl-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-2-carboxamide

ID: ALA1092819

PubChem CID: 46884286

Max Phase: Preclinical

Molecular Formula: C17H17N3O2S

Molecular Weight: 327.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CCCc2c1nc1sc(C(N)=O)c(N)c1c2-c1ccco1

Standard InChI:  InChI=1S/C17H17N3O2S/c1-8-4-2-5-9-11(10-6-3-7-22-10)12-13(18)15(16(19)21)23-17(12)20-14(8)9/h3,6-8H,2,4-5,18H2,1H3,(H2,19,21)

Standard InChI Key:  XVGQABLVENFIIP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    7.8980  -10.7790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9002   -9.1277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6138   -9.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6112  -10.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4016  -10.6295    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.8927   -9.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4057   -9.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6631   -8.4998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7177   -9.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1280  -10.6762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1323   -9.2473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8997   -8.3027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5616   -7.8175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3062   -7.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4812   -7.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2268   -7.8183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1849  -10.3648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1887   -9.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4795   -9.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7621   -9.5328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7583  -10.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4720  -10.7766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694  -11.6016    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 18  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
 17 18  2  0
  7  3  1  0
  3  4  1  0
  7  8  1  0
 17  1  1  0
  6  9  1  0
  1  4  2  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  9 10  2  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1092819

   Rac-3-amino-4-(furan-2-yl)-8-methyl-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-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: 3.68

#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: 3.38

CX LogD: 3.38

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.75

Np Likeness Score: -1.11

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