P1-Adenosine-5' P3-p-(2-Acetylamino-propionamide)aniline triphosphate

ID: ALA509039

Chembl Id: CHEMBL509039

PubChem CID: 14134862

Max Phase: Preclinical

Molecular Formula: C21H29N8O14P3

Molecular Weight: 710.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC(Cc1ccc(NP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)cc1)C(N)=O

Standard InChI:  InChI=1S/C21H29N8O14P3/c1-10(30)27-13(19(23)33)6-11-2-4-12(5-3-11)28-44(34,35)42-46(38,39)43-45(36,37)40-7-14-16(31)17(32)21(41-14)29-9-26-15-18(22)24-8-25-20(15)29/h2-5,8-9,13-14,16-17,21,31-32H,6-7H2,1H3,(H2,23,33)(H,27,30)(H,36,37)(H,38,39)(H2,22,24,25)(H2,28,34,35)/t13?,14-,16-,17-,21-/m1/s1

Standard InChI Key:  KXEIHSJWMMQALK-YDSQADTNSA-N

Alternative Forms

1. Parent:

   

   ALA509039

   {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[({[4-(2-carbamoyl-2-acetamidoethyl)phenyl]amino}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphinic acid

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: 710.43

Molecular Weight (Monoisotopic): 710.1016

AlogP: -0.98

#Rotatable Bonds: 14

Polar Surface Area: 343.12

Molecular Species: ACID

HBA: 16

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -0.56

CX Basic pKa: 4.92

CX LogP: -5.85

CX LogD: -10.75

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.09

Np Likeness Score: 0.89

References

1. Kruse CH, Holden KG, Offen PH, Pritchard ML, Feild JA, Rieman DJ, Bender PE, Ferguson B, Greig RG, Poste G..  (1988)  Synthesis and evaluation of multisubstrate inhibitors of an oncogene-encoded tyrosine-specific protein kinase. 2.,  31  (9): [PMID:3045321] [10.1021/jm00117a016]

2. Chang CJ, Geahlen RL..  (1992)  Protein-tyrosine kinase inhibition: mechanism-based discovery of antitumor agents.,  55  (11): [PMID:1479375] [10.1021/np50089a001]

Source

Source(1):

• Scientific Literature