(Z)-allyl 5-(allyloxy(hydroxy)methylene)-4-(3,4-dimethoxyphenyl)-2,6-dimethyl-4,5-dihydropyridine-3-carboxylate

ID: ALA589736

Chembl Id: CHEMBL589736

Max Phase: Preclinical

Molecular Formula: C23H27NO6

Molecular Weight: 413.47

Molecule Type: Small molecule

Names and Identifiers

Synonyms: SJ000028574

Canonical SMILES:  C=CCOC(=O)C1=C(C)N=C(C)/C(=C(\O)OCC=C)C1c1ccc(OC)c(OC)c1

Standard InChI:  InChI=1S/C23H27NO6/c1-7-11-29-22(25)19-14(3)24-15(4)20(23(26)30-12-8-2)21(19)16-9-10-17(27-5)18(13-16)28-6/h7-10,13,21,25H,1-2,11-12H2,3-6H3/b22-19-

Standard InChI Key:  AIMGUYPTZIWYHL-QOCHGBHMSA-N

Alternative Forms

1. Parent:

   

   ALA589736

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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: 413.47

Molecular Weight (Monoisotopic): 413.1838

AlogP: 4.24

#Rotatable Bonds: 9

Polar Surface Area: 86.58

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 5.69

CX Basic pKa: 3.50

CX LogP: 3.73

CX LogD: 2.00

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.37

Np Likeness Score: -0.49

References

1. Guiguemde WA, Shelat AA, Bouck D, Duffy S, Crowther GJ, Davis PH, Smithson DC, Connelly M, Clark J, Zhu F, Jiménez-Díaz MB, Martinez MS, Wilson EB, Tripathi AK, Gut J, Sharlow ER, Bathurst I, El Mazouni F, Fowble JW, Forquer I, McGinley PL, Castro S, Angulo-Barturen I, Ferrer S, Rosenthal PJ, Derisi JL, Sullivan DJ, Lazo JS, Roos DS, Riscoe MK, Phillips MA, Rathod PK, Van Voorhis WC, Avery VM, Guy RK..  (2010)  Chemical genetics of Plasmodium falciparum.,  465  (7296): [PMID:20485428] [10.1038/nature09099]

Source

Source(1):

• St Jude Malaria Screening