6-Hydroxy-N-(3-methoxyphenethyl)-4-oxo-1,3-diphenyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide

ID: ALA4540096

PubChem CID: 155550022

Max Phase: Preclinical

Molecular Formula: C26H23N3O4S

Molecular Weight: 473.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(CCNC(=O)c2c(O)n(-c3ccccc3)c(=S)n(-c3ccccc3)c2=O)c1

Standard InChI:  InChI=1S/C26H23N3O4S/c1-33-21-14-8-9-18(17-21)15-16-27-23(30)22-24(31)28(19-10-4-2-5-11-19)26(34)29(25(22)32)20-12-6-3-7-13-20/h2-14,17,31H,15-16H2,1H3,(H,27,30)

Standard InChI Key:  FAAJBIQQSAYADA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.2815  -10.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5757  -11.0197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2815  -12.2455    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.2815   -9.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   31.6971   -9.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   30.9863  -13.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.2301  -11.0505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9403  -10.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.2371   -9.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.6448  -11.0620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3556  -10.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 33 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540096

   ---

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: 473.55

Molecular Weight (Monoisotopic): 473.1409

AlogP: 4.04

#Rotatable Bonds: 7

Polar Surface Area: 85.49

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.70

CX Basic pKa: ┄

CX LogP: 4.79

CX LogD: 4.02

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.40

Np Likeness Score: -0.82

References

1. Arencibia JM, Brindani N, Franco-Ulloa S, Nigro M, Kuriappan JA, Ottonello G, Bertozzi SM, Summa M, Girotto S, Bertorelli R, Armirotti A, De Vivo M..  (2020)  Design, Synthesis, Dynamic Docking, Biochemical Characterization, and in Vivo Pharmacokinetics Studies of Novel Topoisomerase II Poisons with Promising Antiproliferative Activity.,  63  (7): [PMID:32196342] [10.1021/acs.jmedchem.9b01760]

Source

Source(1):

• Scientific Literature