APC

DIPHOSPHOMETHYLPHOSPHONIC ACID ADENOSYL ESTER

Created:	1999-07-08
Last modified:	2021-03-13

Find Related PDB Entry
151 entries where APC is found as a standalone ligand2 entries where APC is covalently linked to polymer or other heterogen groups 3 entries where APC is found in a polymer sequence

Help Find related ligands:
Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Help

Find related ligands:

Similar Ligands (Stereospecific) Similar Ligands (including Stereoisomers) Similar Ligands (Quick Screen) Similar Ligands (Substructure Stereospecific) Similar Ligands (Substructure including Stereoisomers)

Chemical Details
Formal Charge	0
Atom Count	49
Chiral Atom Count	6
Bond Count	51
Aromatic Bond Count	10

Toggle Hydrogen Toggle Labels

Chemical Component Summary
Name	DIPHOSPHOMETHYLPHOSPHONIC ACID ADENOSYL ESTER
Synonyms	ALPHA,BETA-METHYLENEADENOSINE-5'-TRIPHOSPHATE
Systematic Name (OpenEye OEToolkits)	[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]methyl-phosphonooxy-phosphinic acid
Formula	C₁₁ H₁₈ N₅ O₁₂ P₃
Molecular Weight	505.208
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=P(O)(O)OP(=O)(O)CP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O
SMILES	CACTVS	3.341	Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)C[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O
SMILES	OpenEye OEToolkits	1.5.0	c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(CP(=O)(O)OP(=O)(O)O)O)O)O)N
Canonical SMILES	CACTVS	3.341	Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)C[P@@](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(C[P@](=O)(O)OP(=O)(O)O)O)O)O)N
InChI	InChI	1.03	InChI=1S/C11H18N5O12P3/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(27-11)1-26-29(19,20)4-30(21,22)28-31(23,24)25/h2-3,5,7-8,11,17-18H,1,4H2,(H,19,20)(H,21,22)(H2,12,13,14)(H2,23,24,25)/t5-,7-,8-,11-/m1/s1
InChIKey	InChI	1.03	CAWZRIXWFRFUQB-IOSLPCCCSA-N

Drug Info: DrugBank

DrugBank ID	DB02596
Name	alpha,beta-Methyleneadenosine 5'-triphosphate
Groups	experimental
Synonyms	alpha,beta-Methyleneadenosine 5'-triphosphate adenosine 5'-[alpha,beta-methylene]triphosphate alpha,beta-MeATP adenosine 5'-[α,β-methylene]triphosphate alpha,beta-Methylene ATP
Categories	Adenine Nucleotides Antineoplastic Agents Heterocyclic Compounds, Fused-Ring Nucleic Acids, Nucleotides, and Nucleosides Nucleotides Purine Nucleotides Purines Ribonucleotides
CAS number	7292-42-4

Drug Targets

Name	Target Sequence	Pharmacological Action
2-amino-4-hydroxy-6-hydroxymethyldihydropteridine pyrophosphokinase	MTVAYIAIGSNLASPLEQVNAALKALGDIPESHILTVSSFYRTPPLGPQD...	unknown
Pantothenate synthetase	MTIPAFHPGELNVYSAPGDVADVSRALRLTGRRVMLVPTMGALHEGHLAL...	unknown
NH(3)-dependent NAD(+) synthetase	MSMQEKIMRELHVKPSIDPKQEIEDRVNFLKQYVKKTGAKGFVLGISGGQ...	unknown
Nicotinamide mononucleotide adenylyltransferase 3	MKSRIPVVLLACGSFNPITNMHLRMFEVARDHLHQTGMYQVIQGIISPVN...	unknown
Adenylate cyclase	MSSPNRKLKPTILVVDDEPDNLDLLYRTFHREFKVLKAESGPAALKILEE...	unknown
NTPase P4	MIHLYDAKSFAKLRAAQYAAFHTDAPGSWFDHTSGVLESVEDGTPVLAIG...	unknown
Probable lignin peroxidase LipJ	MAQAPHIHRTRYAKCGDMDIAYQVLGDGPTDLLVLPGPFVPIDSIDDEPS...	unknown
Carbapenam-3-carboxylate synthase	MSNSFCVVYKGSDTDINNIQRDFDGKGEALSNGYLFIEQNGHYQKCEMER...	unknown
View More

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682