S-[5'-deoxy-5'[[(hydroxypyrophospho-amino)phosphinyl]methyl]adenosyl-5']-L-homocysteine

ID: ALA1791415

PubChem CID: 56671544

Max Phase: Preclinical

Molecular Formula: C15H26N7O13P3S

Molecular Weight: 637.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](C(CP(=O)(O)OP(=O)(O)NP(=O)(O)O)SCCC(N)C(=O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C15H26N7O13P3S/c16-6(15(25)26)1-2-39-7(3-36(27,28)35-38(32,33)21-37(29,30)31)11-9(23)10(24)14(34-11)22-5-20-8-12(17)18-4-19-13(8)22/h4-7,9-11,14,23-24H,1-3,16H2,(H,25,26)(H,27,28)(H2,17,18,19)(H4,21,29,30,31,32,33)/t6?,7?,9-,10+,11+,14+/m0/s1

Standard InChI Key:  RTAYUEJXPJZOBR-SGAZCIHWSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1791415

   2-amino-4-[1-[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]-2-[hydroxy-[hydroxy-(phosphonoamino)phosphoryl]oxyphosphoryl]ethyl]sulfanylbutanoic 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: 637.40

Molecular Weight (Monoisotopic): 637.0522

AlogP: -2.08

#Rotatable Bonds: 13

Polar Surface Area: 336.02

Molecular Species: ZWITTERION

HBA: 15

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.79

CX Basic pKa: 9.50

CX LogP: -8.49

CX LogD: -15.57

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.11

Np Likeness Score: 0.86

References

1. Kappler F, Hai TT, Cotter RJ, Hyver KJ, Hampton A..  (1986)  Isozyme-specific enzyme inhibitors. 11. L-homocysteine-ATP S-C5' covalent adducts as inhibitors of rat methionine adenosyltransferases.,  29  (6): [PMID:3486976] [10.1021/jm00156a022]

Source

Source(1):

• Scientific Literature