4-Nitro-benzoic acid 4-(5-benzyloxycarbonylamino-6-oxo-2-phenyl-6H-pyrimidin-1-yl)-2-methoxycarbonyl-but-2-enyl ester

ID: ALA115685

PubChem CID: 10974029

Max Phase: Preclinical

Molecular Formula: C31H26N4O9

Molecular Weight: 598.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)/C(=C/Cn1c(-c2ccccc2)ncc(NC(=O)OCc2ccccc2)c1=O)COC(=O)c1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C31H26N4O9/c1-42-29(37)24(20-43-30(38)23-12-14-25(15-13-23)35(40)41)16-17-34-27(22-10-6-3-7-11-22)32-18-26(28(34)36)33-31(39)44-19-21-8-4-2-5-9-21/h2-16,18H,17,19-20H2,1H3,(H,33,39)/b24-16+

Standard InChI Key:  QNBDEDUILFRPSS-LFVJCYFKSA-N

Molfile:  

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M  CHG  2   6   1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA115685

   [(E)-2-methoxycarbonyl-4-[6-oxo-2-phenyl-5-(phenylmethoxycarbonylamino)pyrimidin-1-yl]but-2-enyl] 4-nitrobenzoate

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: 598.57

Molecular Weight (Monoisotopic): 598.1700

AlogP: 4.52

#Rotatable Bonds: 11

Polar Surface Area: 168.96

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.19

CX Basic pKa: 0.26

CX LogP: 4.93

CX LogD: 4.93

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.09

Np Likeness Score: -0.65

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