(S)-(+)-5-Allyl-1-methyl-5-[3-(3-trifluoromethyl-3H-diazirin-3-yl)-phenyl]-pyrimidine-2,4,6-trione

ID: ALA2163549

Chembl Id: CHEMBL2163549

PubChem CID: 60194848

Max Phase: Preclinical

Molecular Formula: C16H13F3N4O3

Molecular Weight: 366.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC[C@]1(c2cccc(C3(C(F)(F)F)N=N3)c2)C(=O)NC(=O)N(C)C1=O

Standard InChI:  InChI=1S/C16H13F3N4O3/c1-3-7-14(11(24)20-13(26)23(2)12(14)25)9-5-4-6-10(8-9)15(21-22-15)16(17,18)19/h3-6,8H,1,7H2,2H3,(H,20,24,26)/t14-/m0/s1

Standard InChI Key:  XOFGLRKYNSZCQZ-AWEZNQCLSA-N

Alternative Forms

1. Parent:

   

   ALA2163549

   (5S)-1-methyl-5-prop-2-enyl-5-[3-[3-(trifluoromethyl)diazirin-3-yl]phenyl]-1,3-diazinane-2,4,6-trione

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: 366.30

Molecular Weight (Monoisotopic): 366.0940

AlogP: 2.39

#Rotatable Bonds: 4

Polar Surface Area: 91.20

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.55

CX Basic pKa:

CX LogP: 3.06

CX LogD: 2.83

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: 0.05

References

1. Savechenkov PY, Zhang X, Chiara DC, Stewart DS, Ge R, Zhou X, Raines DE, Cohen JB, Forman SA, Miller KW, Bruzik KS..  (2012)  Allyl m-trifluoromethyldiazirine mephobarbital: an unusually potent enantioselective and photoreactive barbiturate general anesthetic.,  55  (14): [PMID:22734650] [10.1021/jm300631e]

Source

Source(1):

• Scientific Literature