1N-{3-[4-iodomethylcarboxamidobutyl(methyl)carboxamido]propyl}-1N-methyl-5-[9-(3,4-dihydroxy-5-hydroxymethyltetrahydro-2-furanyl)-9H-6-purinylamino]pentanamide 5'-Triphosphate

ID: ALA2367951

Chembl Id: CHEMBL2367951

PubChem CID: 73351397

Max Phase: Preclinical

Molecular Formula: C27H46IN8O16P3

Molecular Weight: 958.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CCCN(C)C(=O)CCCCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O)C(=O)CCCCNC(=O)CI

Standard InChI:  InChI=1S/C27H46IN8O16P3/c1-34(20(38)8-3-5-10-29-19(37)14-28)12-7-13-35(2)21(39)9-4-6-11-30-25-22-26(32-16-31-25)36(17-33-22)27-24(41)23(40)18(50-27)15-49-54(45,46)52-55(47,48)51-53(42,43)44/h16-18,23-24,27,40-41H,3-15H2,1-2H3,(H,29,37)(H,45,46)(H,47,48)(H,30,31,32)(H2,42,43,44)/t18-,23-,24-,27-/m1/s1

Standard InChI Key:  NKHRBCZKHJBRMC-UKLCIFCESA-N

Alternative Forms

1. Parent:

   

   ALA2367951

   [[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-[[5-[3-[5-[(2-iodoacetyl)amino]pentanoyl-methylamino]propyl-methylamino]-5-oxopentyl]amino]purin-9-yl]oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate

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: 958.53

Molecular Weight (Monoisotopic): 958.1289

AlogP: 0.40

#Rotatable Bonds: 24

Polar Surface Area: 334.86

Molecular Species: ACID

HBA: 17

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: 4.74

CX LogP: -4.83

CX LogD: -9.96

Aromatic Rings: 2

Heavy Atoms: 55

QED Weighted: 0.03

Np Likeness Score: 0.26

References

1. Hampton A, Patel AD, Maeda M, Hai TT, Chang CD, Kang JB, Kappler F, Abo M, Preston RK..  (1982)  Use of adenine nucleotide derivatives to assess the potential of exo-active-site-directed reagents as species- or isozyme-specific enzyme inactivators. 3. Synthesis of adenosine 5'-triphosphate derivatives with N6- or 8-substituents bearing iodoacetyl groups.,  25  (4): [PMID:6279844] [10.1021/jm00346a009]

2. Hampton A, Patel AD, Chawla RR, Kappler F, Hai TT..  (1982)  Use of adenine nucleotide derivatives to assess the potential of exo-active-site-directed reagents as species- or isozyme-specific enzyme inactivators. 5. Interactions of adenosine 5'-triphosphate derivatives with rat pyruvate kinases, Escherichia coli thymidine kinase, and yeast and rat hexokinases.,  25  (4): [PMID:7040662] [10.1021/jm00346a011]

Source

Source(1):

• Scientific Literature