2-Acetoxymethyl-4-{5-[(4-acetyl-piperazine-1-carbonyl)-amino]-6-oxo-2-phenyl-6H-pyrimidin-1-yl}-but-2-enoic acid methyl ester

ID: ALA332715

PubChem CID: 10994826

Max Phase: Preclinical

Molecular Formula: C25H29N5O7

Molecular Weight: 511.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)/C(=C/Cn1c(-c2ccccc2)ncc(NC(=O)N2CCN(C(C)=O)CC2)c1=O)COC(C)=O

Standard InChI:  InChI=1S/C25H29N5O7/c1-17(31)28-11-13-29(14-12-28)25(35)27-21-15-26-22(19-7-5-4-6-8-19)30(23(21)33)10-9-20(24(34)36-3)16-37-18(2)32/h4-9,15H,10-14,16H2,1-3H3,(H,27,35)/b20-9+

Standard InChI Key:  QVWPOWVMGWWMRV-AWQFTUOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA332715

   methyl (E)-2-(acetyloxymethyl)-4-[5-[(4-acetylpiperazine-1-carbonyl)amino]-6-oxo-2-phenylpyrimidin-1-yl]but-2-enoate

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: 511.54

Molecular Weight (Monoisotopic): 511.2067

AlogP: 1.27

#Rotatable Bonds: 7

Polar Surface Area: 140.14

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.33

CX Basic pKa: 0.51

CX LogP: -0.22

CX LogD: -0.22

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.43

Np Likeness Score: -0.59

References

1. Zhu S, Hudson TH, Kyle DE, Lin AJ..  (2002)  Synthesis and in vitro studies of novel pyrimidinyl peptidomimetics as potential antimalarial therapeutic agents.,  45  (16): [PMID:12139460] [10.1021/jm020104f]

Source

Source(1):

• Scientific Literature