3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-3-hydroxy-2-methoxyphenyl)-1-(1-propylphthalazin-2(1H)-yl)prop-2-en-1-one

ID: ALA560502

Chembl Id: CHEMBL560502

PubChem CID: 45267934

Max Phase: Preclinical

Molecular Formula: C26H28N6O3

Molecular Weight: 472.55

Molecule Type: Small molecule

Names and Identifiers

Synonyms: BAL-17662 | CHEMBL560502|BAL-17662|BDBM50294211|3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-3-hydroxy-2-methoxyphenyl)-1-(1-propylphthalazin-2(1H)-yl)prop-2-en-1-one

Canonical SMILES:  CCCC1c2ccccc2C=NN1C(=O)/C=C/c1cc(Cc2cnc(N)nc2N)cc(O)c1OC

Standard InChI:  InChI=1S/C26H28N6O3/c1-3-6-21-20-8-5-4-7-18(20)15-30-32(21)23(34)10-9-17-11-16(13-22(33)24(17)35-2)12-19-14-29-26(28)31-25(19)27/h4-5,7-11,13-15,21,33H,3,6,12H2,1-2H3,(H4,27,28,29,31)/b10-9+

Standard InChI Key:  DYKJZIGXLIOJIF-MDZDMXLPSA-N

Alternative Forms

1. Parent:

   

   ALA560502

   3-(5-((2,4-diaminopyrimidin-5-yl)methyl)-3-hydroxy-2-methoxyphenyl)-1-(1-propylphthalazin-2(1H)-yl)prop-2-en-1-one

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: 472.55

Molecular Weight (Monoisotopic): 472.2223

AlogP: 3.68

#Rotatable Bonds: 7

Polar Surface Area: 139.95

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.90

CX Basic pKa: 7.16

CX LogP: 4.15

CX LogD: 3.96

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: 0.17

References

1. Barrow EW, Dreier J, Reinelt S, Bourne PC, Barrow WW..  (2007)  In vitro efficacy of new antifolates against trimethoprim-resistant Bacillus anthracis.,  51  (12): [PMID:17875993] [10.1128/aac.00628-07]

2. Bourne CR, Barrow EW, Bunce RA, Bourne PC, Berlin KD, Barrow WW..  (2010)  Inhibition of antibiotic-resistant Staphylococcus aureus by the broad-spectrum dihydrofolate reductase inhibitor RAB1.,  54  (9): [PMID:20606069] [10.1128/aac.00361-10]

Source

Source(1):

• Scientific Literature