1-(2-chloro-4-methylphenyl)-3-(5-((7-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)methylthio)-1,3,4-thiadiazol-2-yl)urea

ID: ALA4532509

PubChem CID: 50802348

Max Phase: Preclinical

Molecular Formula: C20H17ClN6O2S2

Molecular Weight: 472.98

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)Nc2nnc(SCc3cc(=O)n4cc(C)ccc4n3)s2)c(Cl)c1

Standard InChI:  InChI=1S/C20H17ClN6O2S2/c1-11-3-5-15(14(21)7-11)23-18(29)24-19-25-26-20(31-19)30-10-13-8-17(28)27-9-12(2)4-6-16(27)22-13/h3-9H,10H2,1-2H3,(H2,23,24,25,29)

Standard InChI Key:  YBFKTNCXOLDAQS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   12.9952  -18.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9941  -18.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7021  -19.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4118  -18.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4090  -18.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7003  -17.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1201  -19.3657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8272  -18.9560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5356  -19.3635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8259  -18.1388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2426  -18.9538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9871  -19.2820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5330  -18.6738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1232  -17.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3242  -18.1380    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.4544  -17.2196    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.2670  -17.1329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5981  -16.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4116  -16.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7427  -15.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1172  -15.7324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4446  -14.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2586  -14.8996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5892  -14.1527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1067  -13.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2900  -13.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9633  -14.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5551  -15.4691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4361  -12.7438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7019  -20.1848    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.2874  -17.7307    0.0000 C   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
 25 29  1  0
  3 30  1  0
  1 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532509

   1-(2-Chloro-4-methylphenyl)-3-{5-[({7-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: 472.98

Molecular Weight (Monoisotopic): 472.0543

AlogP: 4.75

#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: 0.96

CX LogP: 4.20

CX LogD: 3.32

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.32

Np Likeness Score: -3.08

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