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

ID: ALA453125

Chembl Id: CHEMBL453125

PubChem CID: 25111254

Max Phase: Preclinical

Molecular Formula: C21H24N2O5S

Molecular Weight: 416.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2C=C(c3cc(OC)c(OC)c(OC)c3)NC(=S)N2)cc1OC

Standard InChI:  InChI=1S/C21H24N2O5S/c1-24-16-7-6-12(8-17(16)25-2)14-11-15(23-21(29)22-14)13-9-18(26-3)20(28-5)19(10-13)27-4/h6-11,14H,1-5H3,(H2,22,23,29)

Standard InChI Key:  VVTMFGCHLOATIO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA453125

   4-(3,4-dimethoxyphenyl)-6-(3,4,5-trimethoxyphenyl)-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: 416.50

Molecular Weight (Monoisotopic): 416.1406

AlogP: 3.29

#Rotatable Bonds: 7

Polar Surface Area: 70.21

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.89

CX Basic pKa: ┄

CX LogP: 2.54

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -0.04

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