ID: ALA454143

Max Phase: Preclinical

Molecular Formula: C20H21N3O6S

Molecular Weight: 431.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(C2C=C(c3cc(OC)c(OC)c(OC)c3)NC(=S)N2)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C20H21N3O6S/c1-26-16-6-5-11(7-15(16)23(24)25)13-10-14(22-20(30)21-13)12-8-17(27-2)19(29-4)18(9-12)28-3/h5-10,13H,1-4H3,(H2,21,22,30)

Standard InChI Key:  RGHBIQFUBDLEAR-UHFFFAOYSA-N

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

Properties

Molecular Weight: 431.47

Molecular Weight (Monoisotopic): 431.1151

AlogP: 3.19

#Rotatable Bonds: 7

Polar Surface Area: 104.12

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 10.89

CX Basic pKa:

CX LogP: 2.64

CX LogD: 2.64

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.39

Np Likeness Score: -0.44

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