1-(3-Chloro-2-oxo-4-styrylazetidin-1-yl)-3-(2-oxo-2-(10H-phenothiazin-10-yl)ethyl)urea

ID: ALA2298872

PubChem CID: 76324249

Max Phase: Preclinical

Molecular Formula: C24H19ClN4O3S

Molecular Weight: 478.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCC(=O)N1c2ccccc2Sc2ccccc21)NN1C(=O)C(Cl)C1c1ccccc1

Standard InChI:  InChI=1S/C24H19ClN4O3S/c25-21-22(15-8-2-1-3-9-15)29(23(21)31)27-24(32)26-14-20(30)28-16-10-4-6-12-18(16)33-19-13-7-5-11-17(19)28/h1-13,21-22H,14H2,(H2,26,27,32)

Standard InChI Key:  TVSPUTPGVFTAAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.8763   -2.3136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5844   -2.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5826   -1.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.0025   -1.0766    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -1.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7159   -2.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4252   -2.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.8936   -6.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8758   -7.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6928   -7.2169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1975   -5.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2161   -5.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5180   -4.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8008   -5.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7861   -5.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4849   -6.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2857   -7.7650    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.2597   -7.8055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5  6  1  0
  5  8  1  0
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 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 23 26  1  0
 24 32  1  0
 25 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298872

   1-(3-Chloro-2-oxo-4-phenylazetidin-1-yl)-3-(2-oxo-2-phenothiazin-10-ylethyl)urea

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: 478.96

Molecular Weight (Monoisotopic): 478.0866

AlogP: 4.22

#Rotatable Bonds: 4

Polar Surface Area: 81.75

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.57

CX Basic pKa: ┄

CX LogP: 3.51

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.43

Np Likeness Score: -0.74

References

1. Rajasekaran A, Devi KS.  (2013)  Synthesis and biological evaluation of 1-(3-chloro-2-oxo-4-phenylazetidin-1-yl)-3-(2-oxo-2-(10H-phenothiazin-10-yl)ethyl)urea derivatives,  22  (6): [10.1007/s00044-012-0255-z]

Source

Source(1):

• Scientific Literature