1-(3-chlorophenyl)-3-(5-((9-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)methylthio)-1,3,4-thiadiazol-2-yl)urea

ID: ALA4518353

PubChem CID: 50802374

Max Phase: Preclinical

Molecular Formula: C19H15ClN6O2S2

Molecular Weight: 458.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccn2c(=O)cc(CSc3nnc(NC(=O)Nc4cccc(Cl)c4)s3)nc12

Standard InChI:  InChI=1S/C19H15ClN6O2S2/c1-11-4-3-7-26-15(27)9-14(21-16(11)26)10-29-19-25-24-18(30-19)23-17(28)22-13-6-2-5-12(20)8-13/h2-9H,10H2,1H3,(H2,22,23,24,28)

Standard InChI Key:  NLXIAPANTURSOM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   37.1024   -6.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1012   -7.0269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8093   -7.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5189   -7.0264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5161   -6.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8075   -5.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2273   -7.4339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9343   -7.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6427   -7.4316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9331   -6.2070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.3498   -7.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0942   -7.3502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.6401   -6.7420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.2304   -6.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4314   -6.2062    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   42.5615   -5.2878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   43.3741   -5.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7052   -4.4540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5187   -4.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8499   -3.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.2244   -3.8006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.5518   -3.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3658   -2.9678    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.6963   -2.2209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2139   -1.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3972   -1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0704   -2.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.6623   -3.5373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.2582   -2.4874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3932   -7.4349    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 23  1  0
 22 21  2  0
 21 18  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 20 28  2  0
 27 29  1  0
  2 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518353

   1-(3-Chlorophenyl)-3-{5-[({9-methyl-4-oxo-4H-pyrido[1,2-A]pyrimidin-2-YL}methyl)sulfanyl]-1,3,4-thiadiazol-2-YL}urea

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: 458.96

Molecular Weight (Monoisotopic): 458.0386

AlogP: 4.44

#Rotatable Bonds: 5

Polar Surface Area: 101.28

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.37

CX Basic pKa: 0.84

CX LogP: 3.84

CX LogD: 2.96

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.34

Np Likeness Score: -3.06

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