({{{[(R)-1-(6-Amino-9H-purin-9-yl)propan-2-yl]oxy}methyl}phosphoryl}bis(oxy))bis(methylene)(2S,2'S)-bis(2-amino-3-methylbutanoate)hydrochloride

ID: ALA4560617

Chembl Id: CHEMBL4560617

PubChem CID: 155558398

Max Phase: Preclinical

Molecular Formula: C21H37ClN7O8P

Molecular Weight: 545.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](N)C(=O)OCOP(=O)(CO[C@H](C)Cn1cnc2c(N)ncnc21)OCOC(=O)[C@@H](N)C(C)C.Cl

Standard InChI:  InChI=1S/C21H36N7O8P.ClH/c1-12(2)15(22)20(29)32-9-35-37(31,36-10-33-21(30)16(23)13(3)4)11-34-14(5)6-28-8-27-17-18(24)25-7-26-19(17)28;/h7-8,12-16H,6,9-11,22-23H2,1-5H3,(H2,24,25,26);1H/t14-,15+,16+;/m1./s1

Standard InChI Key:  KCYCNFIEMNKABJ-BZSDZJHCSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 545.53

Molecular Weight (Monoisotopic): 545.2363

AlogP: 0.97

#Rotatable Bonds: 15

Polar Surface Area: 219.02

Molecular Species: NEUTRAL

HBA: 15

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 7.78

CX LogP: 0.90

CX LogD: 0.22

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.16

Np Likeness Score: 0.02

References

1. Wang A, Wu S, Tao Z, Li X, Lv K, Ma C, Li Y, Li L, Liu M..  (2019)  Design, Synthesis, and Anti-HBV Activity of New Bis(l-amino acid) Ester Tenofovir Prodrugs.,  10  (6): [PMID:31223460] [10.1021/acsmedchemlett.9b00184]

Source

Source(1):

• Scientific Literature