1-(5-((3-oxo-3,4-dihydroquinoxalin-2-yl)methylthio)-1,3,4-thiadiazol-2-yl)-3-phenylurea

ID: ALA4536799

PubChem CID: 46390527

Max Phase: Preclinical

Molecular Formula: C18H14N6O2S2

Molecular Weight: 410.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1)Nc1nnc(SCc2nc3ccccc3[nH]c2=O)s1

Standard InChI:  InChI=1S/C18H14N6O2S2/c25-15-14(20-12-8-4-5-9-13(12)21-15)10-27-18-24-23-17(28-18)22-16(26)19-11-6-2-1-3-7-11/h1-9H,10H2,(H,21,25)(H2,19,22,23,26)

Standard InChI Key:  MOYRTUUFKHOEQH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   14.4315   -4.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4304   -5.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1384   -6.1522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1366   -4.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8452   -4.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8460   -5.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5545   -6.1462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2628   -5.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2581   -4.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5489   -4.5099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9721   -6.1412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9633   -4.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6734   -4.9047    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.3787   -4.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1264   -4.8176    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.6695   -4.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2566   -3.5018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4584   -3.6767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4828   -4.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8197   -5.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6329   -5.1125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.3434   -5.6960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9698   -5.8570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4895   -6.5189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8258   -7.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6398   -7.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1164   -6.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7775   -5.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  2  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536799

   3-(5-{[(3-Oxo-3,4-dihydroquinoxalin-2-YL)methyl]sulfanyl}-1,3,4-thiadiazol-2-YL)-1-phenylurea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 410.48

Molecular Weight (Monoisotopic): 410.0620

AlogP: 3.71

#Rotatable Bonds: 5

Polar Surface Area: 112.66

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.37

CX Basic pKa: 0.69

CX LogP: 3.51

CX LogD: 2.63

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.34

Np Likeness Score: -2.33

References

1. Subramanian G, Zhu Y, Bowen SJ, Roush N, White JA, Huczek D, Zachary T, Javens C, Williams T, Janssen A, Gonzales A..  (2019)  Lead identification and characterization of hTrkA type 2 inhibitors.,  29  (22): [PMID:31610943] [10.1016/j.bmcl.2019.126680]

Source

Source(1):

• Scientific Literature