ID: ALA3706402

Max Phase: Preclinical

Molecular Formula: C15H26N7O14P3S

Molecular Weight: 653.40

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C15H26N7O14P3S/c16-6(15(25)26)1-2-40-3-7(35-39(32,33)36-38(30,31)21-37(27,28)29)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,32,33)(H2,17,18,19)(H4,21,27,28,29,30,31)/t6?,7-,9-,10+,11+,14+/m0/s1

Standard InChI Key:  FBOLNTODBBAPDR-CHCQOLDJSA-N

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

Properties

Molecular Weight: 653.40

Molecular Weight (Monoisotopic): 653.0471

AlogP: -2.15

#Rotatable Bonds: 14

Polar Surface Area: 345.25

Molecular Species: ZWITTERION

HBA: 16

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.31

CX Basic pKa: 9.50

CX LogP: -8.12

CX LogD: -15.14

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.08

Np Likeness Score: 0.91

References

1. Kappler F, Hampton A..  (1990)  Approaches to isozyme-specific inhibitors. 17. Attachment of a selectivity-inducing substituent to a multisubstrate adduct. Implications for facilitated design of potent, isozyme-selective inhibitors.,  33  (9): [PMID:2391695] [10.1021/jm00171a032]

2. Kappler F, Vrudhula VM, Hampton A..  (1988)  Toward the synthesis of isozyme-specific enzyme inhibitors. Potent inhibitors of rat methionine adenosyltransferases. Effect of one-atom elongation of the ribose-P alpha bridge in two covalent adducts of L-methionine and beta,gamma-imido-ATP.,  31  (2): [PMID:3257524] [10.1021/jm00397a020]

3. Vrudhula VM, Kappler F, Afshar C, Ginell SL, Lessinger L, Hampton A..  (1989)  Approaches to isozyme-specific inhibitors. 16. A novel methyl-C5' covalent adduct of L-ethionine and beta,gamma-imido-ATP as a potent multisubstrate inhibitor of rat methionine adenosyltransferases.,  32  (4): [PMID:2784835] [10.1021/jm00124a026]

Source

Source(1):

• Scientific Literature