N1-(8,9-dimethoxy-2-phenyl-[1,2,4]triazolo[1,5-c]quinazolin-5-yl)-N3,N3-diethylpropane-1,3-diamine

ID: ALA494668

Chembl Id: CHEMBL494668

PubChem CID: 6622924

Max Phase: Preclinical

Molecular Formula: C24H30N6O2

Molecular Weight: 434.54

Molecule Type: Small molecule

Names and Identifiers

Synonyms: GNF-Pf-3622 | SJ000082806 | MLS000520480|GNF-PF-3622|SMR000130891|ChemDiv3_010637|MLS002588008|CHEMBL494668|SCHEMBL12851556|BDBM51312|cid_6622924|HMS1503D11|HMS2355L21|AKOS001845212|CCG-137348|IDI1_028195|US9211296, Table 7, Compd: 11|SJ000082806|SR-01000135180|SR-01000135180-1|BRD-K37264919-001-10-3|3-[(8,9-dimethoxy-2-phenyl-[1,2,4]triazolo[1,5-c]quinazolin-5-yl)amino]propyl-diethyl-amine|N-(8,9-dimethoxy-2-phenyl-[1,2,4]triazolo[1,5-c]quinazolin-5-yl)-N'',N''-diethyl-propane-1,3-diamine|N-(8,Show More⌵

Canonical SMILES:  CCN(CC)CCCNc1nc2cc(OC)c(OC)cc2c2nc(-c3ccccc3)nn12

Standard InChI:  InChI=1S/C24H30N6O2/c1-5-29(6-2)14-10-13-25-24-26-19-16-21(32-4)20(31-3)15-18(19)23-27-22(28-30(23)24)17-11-8-7-9-12-17/h7-9,11-12,15-16H,5-6,10,13-14H2,1-4H3,(H,25,26)

Standard InChI Key:  FCDSTYYADHPQEM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA494668

   3-[(8,9-Dimethoxy-2-phenyl-[1,2,4]triazolo[1,5-c]quinazolin-5-yl)amino]propyl-diethyl-amine

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: 434.54

Molecular Weight (Monoisotopic): 434.2430

AlogP: 4.11

#Rotatable Bonds: 10

Polar Surface Area: 76.81

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.94

CX LogP: 4.47

CX LogD: 1.96

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -1.47

References

1. Ciustea M, Silverman JE, Druck Shudofsky AM, Ricciardi RP..  (2008)  Identification of non-nucleoside DNA synthesis inhibitors of vaccinia virus by high-throughput screening.,  51  (20): [PMID:18808105] [10.1021/jm800366g]

2. Plouffe D, Brinker A, McNamara C, Henson K, Kato N, Kuhen K, Nagle A, Adrián F, Matzen JT, Anderson P, Nam TG, Gray NS, Chatterjee A, Janes J, Yan SF, Trager R, Caldwell JS, Schultz PG, Zhou Y, Winzeler EA..  (2008)  In silico activity profiling reveals the mechanism of action of antimalarials discovered in a high-throughput screen.,  105  (26): [PMID:18579783] [10.1073/pnas.0802982105]

3. 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]

4. PubChem BioAssay data set, 

5. Meister S, Plouffe DM, Kuhen KL, Bonamy GM, Wu T, Barnes SW, Bopp SE, Borboa R, Bright AT, Che J, Cohen S, Dharia NV, Gagaring K, Gettayacamin M, Gordon P, Groessl T, Kato N, Lee MC, McNamara CW, Fidock DA, Nagle A, Nam TG, Richmond W, Roland J, Rottmann M, Zhou B, Froissard P, Glynne RJ, Mazier D, Sattabongkot J, Schultz PG, Tuntland T, Walker JR, Zhou Y, Chatterjee A, Diagana TT, Winzeler EA..  (2011)  Imaging of Plasmodium liver stages to drive next-generation antimalarial drug discovery.,  334  (6061): [PMID:22096101] [10.1126/science.1211936]

6. PubChem BioAssay data set, 

7.  (2015)  Therapeutic compounds for blocking DNA synthesis of POX viruses, 

Source

Source(5):

• Scientific Literature
• Novartis Malaria Screening
• St Jude Malaria Screening
• PubChem BioAssays
• BindingDB Database