5-Furan-2-yl-7,8,9,10-tetrahydro-6H-12-thia-2,4,11-triaza-cyclohepta[b]fluoren-1-ylamine

ID: ALA1089956

PubChem CID: 46884408

Max Phase: Preclinical

Molecular Formula: C18H16N4OS

Molecular Weight: 336.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1sc1nc3c(c(-c4ccco4)c12)CCCCC3

Standard InChI:  InChI=1S/C18H16N4OS/c19-17-16-15(20-9-21-17)14-13(12-7-4-8-23-12)10-5-2-1-3-6-11(10)22-18(14)24-16/h4,7-9H,1-3,5-6H2,(H2,19,20,21)

Standard InChI Key:  JVRQFNMKPQDNAA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 28  0  0  0  0  0  0  0  0999 V2000
    3.5766   -4.3492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5788   -2.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924   -3.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2898   -3.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0800   -4.1997    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5731   -1.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2399   -1.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9842   -0.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1593   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053   -1.3889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0842   -2.8540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5672   -3.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3915   -3.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7337   -2.6915    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2456   -2.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4230   -2.1011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8722   -4.1179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2087   -2.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3760   -2.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517   -3.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8675   -3.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8606   -3.9338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1787   -4.4683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4031   -4.2822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
 14 15  1  0
  3  2  2  0
 15 16  2  0
 16 11  1  0
  2 21  1  0
 13 17  1  0
  3  4  1  0
 22  1  1  0
  1  4  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10  6  1  0
  2  6  1  0
  4  5  1  0
 11 12  2  0
  5 12  1  0
 12 13  1  0
 11  3  1  0
 13 14  2  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
 21 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1089956

   10-(Furan-2-yl)-18-thia-2,13,15-triazatetracyclo[9.7.0.03,9.012,17]octadeca-1,3(9),10,12(17),13,15-hexaen-16-amine

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: 336.42

Molecular Weight (Monoisotopic): 336.1045

AlogP: 4.35

#Rotatable Bonds: 1

Polar Surface Area: 77.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.64

CX LogP: 3.80

CX LogD: 3.80

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.52

Np Likeness Score: -1.46

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