6-(2,5-dimethoxyphenyl)-4-(4-methoxy-3-nitrophenyl)-3,4-dihydropyrimidine-2(1H)-thione

ID: ALA454949

Chembl Id: CHEMBL454949

PubChem CID: 25111146

Max Phase: Preclinical

Molecular Formula: C19H19N3O5S

Molecular Weight: 401.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(OC)c(C2=CC(c3ccc(OC)c([N+](=O)[O-])c3)NC(=S)N2)c1

Standard InChI:  InChI=1S/C19H19N3O5S/c1-25-12-5-7-17(26-2)13(9-12)15-10-14(20-19(28)21-15)11-4-6-18(27-3)16(8-11)22(23)24/h4-10,14H,1-3H3,(H2,20,21,28)

Standard InChI Key:  SQYNXBPEYFZJSC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA454949

   6-(2,5-dimethoxyphenyl)-4-(4-methoxy-3-nitrophenyl)-3,4-dihydro-1H-pyrimidine-2-thione

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: 401.44

Molecular Weight (Monoisotopic): 401.1045

AlogP: 3.18

#Rotatable Bonds: 6

Polar Surface Area: 94.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.81

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.43

Np Likeness Score: -0.57

References

1. Lee L, Davis R, Vanderham J, Hills P, Mackay H, Brown T, Mooberry SL, Lee M..  (2008)  1,2,3,4-tetrahydro-2-thioxopyrimidine analogs of combretastatin-A4.,  43  (9): [PMID:18226429] [10.1016/j.ejmech.2007.11.030]

2. Desta D, Sjoholm R, Lee L, Lee M, Dittenhafer K, Canche S, Babu B, Chavda S, Dewar C, Yanow S, Best AA, Lee M.  (2011)  Synthesis and antiprotozoal activity of 1,2,3,4-tetrahydro-2-thioxopyrimidine analogs of combretastatin A-4,  20  (3): [10.1007/s00044-010-9334-1]

Source

Source(1):

• Scientific Literature