Drug Information

Drug ID:  NPD5218
Drug Name:  Sofosbuvir
Molecular Formula:  C22H29FN3O9P
Canonical SMILES:  CC(OC(=O)[C@@H](N[P@@](=O)(Oc1ccccc1)OCC1O[C@H]([C@]([C@@H]1O)(C)F)n1ccc(nc1=O)O)C)C
Standard InCHI:  InChI=1S/C22H29FN3O9P/c1-13(2)33-19(29)14(3)25-36(31,35-15-8-6-5-7-9-15)32-12-16-18(28)22(4,23)20(34-16)26-11-10-17(27)24-21(26)30/h5-11,13-14,16,18,20,28H,12H2,1-4H3,(H,25,31)(H,24,27,30)/t14-,16?,18+,20+,22+,36-/m0/s1
Standard InCHIKey:  TTZHDVOVKQGIBA-LVPOHEQUSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD5218

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.


  Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level Similarity Score Natural Product ID
Intermediate Similarity 0.7135 NPC471165
Intermediate Similarity 0.7079 NPC248670
Remote Similarity 0.699 NPC478005
Remote Similarity 0.6966 NPC46009
Remote Similarity 0.6966 NPC475204
Remote Similarity 0.6966 NPC475123
Remote Similarity 0.694 NPC473404
Remote Similarity 0.6889 NPC273755
Remote Similarity 0.6851 NPC26108
Remote Similarity 0.6845 NPC94862
Remote Similarity 0.6833 NPC89831
Remote Similarity 0.6831 NPC269750
Remote Similarity 0.6831 NPC194671
Remote Similarity 0.6813 NPC50016
Remote Similarity 0.6809 NPC102959
Remote Similarity 0.6807 NPC197921
Remote Similarity 0.6804 NPC476661
Remote Similarity 0.6772 NPC60516
Remote Similarity 0.6769 NPC476662
Remote Similarity 0.6766 NPC469360
Remote Similarity 0.6766 NPC91953
Remote Similarity 0.6742 NPC63931
Remote Similarity 0.6739 NPC45037
Remote Similarity 0.6724 NPC476268
Remote Similarity 0.6722 NPC280022
Remote Similarity 0.6703 NPC306804
Remote Similarity 0.6701 NPC477550
Remote Similarity 0.6701 NPC477552
Remote Similarity 0.6699 NPC478007
Remote Similarity 0.6686 NPC7817
Remote Similarity 0.6686 NPC475168
Remote Similarity 0.6684 NPC61332
Remote Similarity 0.6684 NPC471050
Remote Similarity 0.6684 NPC471048
Remote Similarity 0.6684 NPC240130
Remote Similarity 0.6684 NPC471049
Remote Similarity 0.6667 NPC294516
Remote Similarity 0.6667 NPC158277
Remote Similarity 0.6667 NPC302715
Remote Similarity 0.6667 NPC279871
Remote Similarity 0.6667 NPC107938
Remote Similarity 0.6667 NPC473354
Remote Similarity 0.6667 NPC470902
Remote Similarity 0.6635 NPC478008
Remote Similarity 0.6633 NPC477551
Remote Similarity 0.6629 NPC244509
Remote Similarity 0.6627 NPC6570
Remote Similarity 0.6613 NPC475564
Remote Similarity 0.6613 NPC475409
Remote Similarity 0.6613 NPC170302
Remote Similarity 0.6612 NPC137627
Remote Similarity 0.661 NPC244336
Remote Similarity 0.6596 NPC294951
Remote Similarity 0.6593 NPC40234
Remote Similarity 0.6588 NPC266741
Remote Similarity 0.6588 NPC244536
Remote Similarity 0.6576 NPC476227
Remote Similarity 0.6557 NPC230611
Remote Similarity 0.6557 NPC328494
Remote Similarity 0.655 NPC81026
Remote Similarity 0.6546 NPC477632
Remote Similarity 0.6546 NPC477638
Remote Similarity 0.6531 NPC323662
Remote Similarity 0.6519 NPC61004
Remote Similarity 0.6519 NPC254700
Remote Similarity 0.6505 NPC473546
Remote Similarity 0.6495 NPC328763
Remote Similarity 0.6495 NPC314083
Remote Similarity 0.6494 NPC473491
Remote Similarity 0.6489 NPC476321
Remote Similarity 0.6489 NPC477637
Remote Similarity 0.6486 NPC155506
Remote Similarity 0.6486 NPC473402
Remote Similarity 0.6486 NPC159767
Remote Similarity 0.6484 NPC209463
Remote Similarity 0.6477 NPC476742
Remote Similarity 0.6471 NPC119652
Remote Similarity 0.6471 NPC97526
Remote Similarity 0.6465 NPC469443
Remote Similarity 0.6461 NPC326349
Remote Similarity 0.6461 NPC323336
Remote Similarity 0.6455 NPC471526
Remote Similarity 0.645 NPC48202
Remote Similarity 0.6443 NPC477631
Remote Similarity 0.6441 NPC476741
Remote Similarity 0.6433 NPC204546
Remote Similarity 0.6425 NPC163961
Remote Similarity 0.6425 NPC477636
Remote Similarity 0.6425 NPC473305
Remote Similarity 0.642 NPC473341
Remote Similarity 0.64 NPC476743
Remote Similarity 0.6398 NPC477462
Remote Similarity 0.6389 NPC114806
Remote Similarity 0.6374 NPC168861
Remote Similarity 0.6364 NPC476744
Remote Similarity 0.6353 NPC214988
Remote Similarity 0.6335 NPC474862
Remote Similarity 0.6333 NPC24617
Remote Similarity 0.6333 NPC1390
Remote Similarity 0.6333 NPC62104
Remote Similarity 0.6331 NPC64205
Remote Similarity 0.6328 NPC262166
Remote Similarity 0.6328 NPC56685
Remote Similarity 0.6324 NPC274198
Remote Similarity 0.6324 NPC196091
Remote Similarity 0.6324 NPC198254
Remote Similarity 0.6324 NPC276506
Remote Similarity 0.6322 NPC311658
Remote Similarity 0.6321 NPC96275
Remote Similarity 0.631 NPC17698
Remote Similarity 0.6304 NPC328649
Remote Similarity 0.6302 NPC299806
Remote Similarity 0.6294 NPC313694
Remote Similarity 0.6294 NPC242159
Remote Similarity 0.6292 NPC39431
Remote Similarity 0.6287 NPC45191
Remote Similarity 0.6287 NPC326966
Remote Similarity 0.6286 NPC471821
Remote Similarity 0.6286 NPC471820
Remote Similarity 0.6284 NPC472923
Remote Similarity 0.6275 NPC220060
Remote Similarity 0.6271 NPC162104
Remote Similarity 0.627 NPC129486
Remote Similarity 0.6265 NPC325651
Remote Similarity 0.6263 NPC477639
Remote Similarity 0.6257 NPC475532
Remote Similarity 0.6257 NPC473580
Remote Similarity 0.6256 NPC51047
Remote Similarity 0.625 NPC2501
Remote Similarity 0.6244 NPC469444
Remote Similarity 0.6243 NPC52748
Remote Similarity 0.6237 NPC471568
Remote Similarity 0.6237 NPC473693
Remote Similarity 0.6236 NPC122590
Remote Similarity 0.6232 NPC326333
Remote Similarity 0.6224 NPC473378
Remote Similarity 0.6224 NPC473407
Remote Similarity 0.6224 NPC248822
Remote Similarity 0.6223 NPC165285
Remote Similarity 0.6221 NPC476989
Remote Similarity 0.6218 NPC315542
Remote Similarity 0.6209 NPC475544
Remote Similarity 0.6209 NPC469243
Remote Similarity 0.6205 NPC296712
Remote Similarity 0.6196 NPC217804
Remote Similarity 0.6196 NPC22883
Remote Similarity 0.6196 NPC210377
Remote Similarity 0.6196 NPC5719
Remote Similarity 0.6195 NPC194699
Remote Similarity 0.6195 NPC219350
Remote Similarity 0.619 NPC196243
Remote Similarity 0.6188 NPC197743
Remote Similarity 0.6188 NPC297145
Remote Similarity 0.6183 NPC186617
Remote Similarity 0.6181 NPC329295
Remote Similarity 0.618 NPC300443
Remote Similarity 0.6173 NPC326079
Remote Similarity 0.6172 NPC326027
Remote Similarity 0.6167 NPC123011
Remote Similarity 0.6167 NPC256689
Remote Similarity 0.6162 NPC65714
Remote Similarity 0.6158 NPC132771
Remote Similarity 0.6154 NPC469445
Remote Similarity 0.6154 NPC274732
Remote Similarity 0.6154 NPC471953
Remote Similarity 0.6141 NPC471053
Remote Similarity 0.6141 NPC471052
Remote Similarity 0.6141 NPC471051
Remote Similarity 0.614 NPC127741
Remote Similarity 0.6139 NPC473450
Remote Similarity 0.6136 NPC119569
Remote Similarity 0.6136 NPC16188
Remote Similarity 0.6135 NPC27581
Remote Similarity 0.6129 NPC63040
Remote Similarity 0.6129 NPC302597
Remote Similarity 0.6126 NPC475421
Remote Similarity 0.6122 NPC246591
Remote Similarity 0.612 NPC471527
Remote Similarity 0.6118 NPC267237
Remote Similarity 0.6114 NPC106183
Remote Similarity 0.6114 NPC315266
Remote Similarity 0.6111 NPC476183
Remote Similarity 0.6108 NPC472329
Remote Similarity 0.6108 NPC472330
Remote Similarity 0.6108 NPC223207
Remote Similarity 0.6105 NPC77992
Remote Similarity 0.6102 NPC9373
Remote Similarity 0.6102 NPC313414
Remote Similarity 0.61 NPC473371
Remote Similarity 0.6099 NPC212699
Remote Similarity 0.6099 NPC207675
Remote Similarity 0.6099 NPC56635
Remote Similarity 0.6096 NPC315388
Remote Similarity 0.6094 NPC153554
Remote Similarity 0.6092 NPC212850
Remote Similarity 0.6092 NPC189724
Remote Similarity 0.6092 NPC83289
Remote Similarity 0.6087 NPC241794
Remote Similarity 0.6084 NPC65310
Remote Similarity 0.608 NPC314358

Drug Structure

External Identifiers

TTD  
DrugBank   DB08934
ChEMBL   CHEMBL1259059
IUPHAR/BPS  
PharmaGKB  
KEGG Drug   D10366
PubChem CID  
ChEBI   85083
CAS Number  1190307-88-0

Drug Properties

Molecular Weight  529.16
ALogP  -1.7283
MLogP  2.34
XLogP  2.197
HDA  11
HBD  3
Rotatable Bonds  18
TPSA  166.03
RO5 Violation  2