IUPAC name
propan-2-yl (2S)-2-{[(S)-({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(phenoxy)phosphoryl]amino}propanoate
SMILES
CC(C)OC(=O)[C@H](C)N[P@](=O)(CO[C@H](C)CN1C=NC2=C(N)N=CN=C12)OC1=CC=CC=C1
Compound class
Antiinfectives for Systemic Use; Direct Acting Antivirals; Antivirals for Systemic Use;
Therapeutic area
For use in the treatment of HIV infection and chronic hepatitis B.
Common name
Tenofovir alafenamide
IUPAC name
propan-2-yl (2S)-2-{[(S)-({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(phenoxy)phosphoryl]amino}propanoate
SMILES
CC(C)OC(=O)[C@H](C)N[P@](=O)(CO[C@H](C)CN1C=NC2=C(N)N=CN=C12)OC1=CC=CC=C1
INCHI
InChI=1S/C21H29N6O5P/c1-14(2)31-21(28)16(4)26-33(29,32-17-8-6-5-7-9-17)13-30-15(3)10-27-12-25-18-19(22)23-11-24-20(18)27/h5-9,11-12,14-16H,10,13H2,1-4H3,(H,26,29)(H2,22,23,24)/t15-,16+,33+/m1/s1
FORMULA
C21H29N6O5P
Common name
Tenofovir alafenamide
IUPAC name
propan-2-yl (2S)-2-{[(S)-({[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)(phenoxy)phosphoryl]amino}propanoate
Molecular weight
476.466
clogP
0.548
clogS
-4.031
HBond Acceptor
8
HBond Donor
3
Total Polar Surface Area
143.48
Number of Rings
3
Rotatable Bond
12
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00621 | isopropyl propanoate |
|
C(C)C(=O)OC(C)C | 0.0017 |
| FDBF00628 | isopropyl formate |
|
O(C=O)C(C)C | 0.0048 |
| FDBF01085 | phosphonous acid |
|
P(O)O | 0.0031 |
| FDBF04397 | methyl(phenoxy)phosphinous acid |
|
CP(Oc1ccccc1)O | 0.0003 |
| FDBF04398 | [amino(methyl)phosphoryl]oxybenzene |
|
CP(=O)(N)Oc1ccccc1 | 0.0003 |
| FDBF04399 | N-ethyl-methyl-phosphonamidic acid |
|
CP(=O)(O)NCC | 0.0003 |
