Drug Information

Drug ID:  NPD8108
Drug Name:  Simeprevir
Molecular Formula:  C38H47N5O7S2
Canonical SMILES:  COc1ccc2c(c1C)nc(cc2O[C@@H]1C[C@@H]2[C@@H](C1)C(=O)N(C)CCCC/C=C[C@H]1[C@](N=C2O)(C1)C(=NS(=O)(=O)C1CC1)O)c1scc(n1)C(C)C
Standard InCHI:  InChI=1S/C38H47N5O7S2/c1-21(2)30-20-51-35(40-30)29-18-32(26-13-14-31(49-5)22(3)33(26)39-29)50-24-16-27-28(17-24)36(45)43(4)15-9-7-6-8-10-23-19-38(23,41-34(27)44)37(46)42-52(47,48)25-11-12-25/h8,10,13-14,18,20-21,23-25,27-28H,6-7,9,11-12,15-17,19H2,1-5H3,(H,41,44)(H,42,46)/b10-8-/t23-,24-,27-,28-,38-/m1/s1
Standard InCHIKey:  JTZZSQYMACOLNN-VDWJNHBNSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD8108

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
Remote Similarity 0.6899 NPC310118
Remote Similarity 0.6897 NPC110151
Remote Similarity 0.6866 NPC99891
Remote Similarity 0.6854 NPC474183
Remote Similarity 0.685 NPC133609
Remote Similarity 0.6848 NPC303658
Remote Similarity 0.6825 NPC189079
Remote Similarity 0.682 NPC21638
Remote Similarity 0.6816 NPC184680
Remote Similarity 0.6791 NPC470784
Remote Similarity 0.6791 NPC470785
Remote Similarity 0.6784 NPC264176
Remote Similarity 0.6767 NPC473105
Remote Similarity 0.6756 NPC473449
Remote Similarity 0.6744 NPC305984
Remote Similarity 0.6732 NPC469589
Remote Similarity 0.6732 NPC174672
Remote Similarity 0.6731 NPC128115
Remote Similarity 0.6724 NPC315061
Remote Similarity 0.6719 NPC251036
Remote Similarity 0.6713 NPC471303
Remote Similarity 0.6712 NPC315411
Remote Similarity 0.6705 NPC148183
Remote Similarity 0.6705 NPC60621
Remote Similarity 0.6705 NPC152768
Remote Similarity 0.6692 NPC97746
Remote Similarity 0.6679 NPC194740
Remote Similarity 0.6667 NPC174758
Remote Similarity 0.6667 NPC131486
Remote Similarity 0.6667 NPC145178
Remote Similarity 0.6667 NPC153467
Remote Similarity 0.6667 NPC475350
Remote Similarity 0.6667 NPC14877
Remote Similarity 0.6654 NPC469594
Remote Similarity 0.6645 NPC470900
Remote Similarity 0.6643 NPC472436
Remote Similarity 0.6642 NPC475816
Remote Similarity 0.6628 NPC298436
Remote Similarity 0.6604 NPC321592
Remote Similarity 0.6604 NPC54803
Remote Similarity 0.6595 NPC472435
Remote Similarity 0.6589 NPC472098
Remote Similarity 0.6585 NPC315634
Remote Similarity 0.6585 NPC100734
Remote Similarity 0.6585 NPC88923
Remote Similarity 0.6584 NPC284685
Remote Similarity 0.6571 NPC216507
Remote Similarity 0.6564 NPC469592
Remote Similarity 0.6564 NPC471080
Remote Similarity 0.6562 NPC470931
Remote Similarity 0.6559 NPC244543
Remote Similarity 0.6552 NPC79386
Remote Similarity 0.6551 NPC115282
Remote Similarity 0.6549 NPC472111
Remote Similarity 0.6547 NPC316110
Remote Similarity 0.6547 NPC313587
Remote Similarity 0.6547 NPC315893
Remote Similarity 0.6545 NPC81939
Remote Similarity 0.6545 NPC472434
Remote Similarity 0.6545 NPC78609
Remote Similarity 0.6543 NPC474192
Remote Similarity 0.6543 NPC475196
Remote Similarity 0.6543 NPC475720
Remote Similarity 0.6541 NPC319232
Remote Similarity 0.6541 NPC24370
Remote Similarity 0.654 NPC477533
Remote Similarity 0.653 NPC223409
Remote Similarity 0.653 NPC95240
Remote Similarity 0.6522 NPC475666
Remote Similarity 0.6519 NPC260909
Remote Similarity 0.6519 NPC284888
Remote Similarity 0.6517 NPC118559
Remote Similarity 0.6517 NPC34580
Remote Similarity 0.6517 NPC304307
Remote Similarity 0.6517 NPC124920
Remote Similarity 0.6515 NPC477532
Remote Similarity 0.6514 NPC140284
Remote Similarity 0.6514 NPC75609
Remote Similarity 0.6513 NPC274982
Remote Similarity 0.6509 NPC188400
Remote Similarity 0.6508 NPC197881
Remote Similarity 0.6496 NPC295898
Remote Similarity 0.6493 NPC100547
Remote Similarity 0.6493 NPC66777
Remote Similarity 0.6484 NPC476106
Remote Similarity 0.6468 NPC322135
Remote Similarity 0.6467 NPC470901
Remote Similarity 0.6464 NPC153400
Remote Similarity 0.6457 NPC476044
Remote Similarity 0.6455 NPC261251
Remote Similarity 0.6449 NPC75179
Remote Similarity 0.6445 NPC257511
Remote Similarity 0.6444 NPC191489
Remote Similarity 0.6444 NPC14288
Remote Similarity 0.644 NPC79293
Remote Similarity 0.644 NPC279401
Remote Similarity 0.6438 NPC237901
Remote Similarity 0.6438 NPC195788
Remote Similarity 0.6434 NPC475910
Remote Similarity 0.6431 NPC471762
Remote Similarity 0.6429 NPC67401
Remote Similarity 0.6418 NPC214142
Remote Similarity 0.6417 NPC11017
Remote Similarity 0.641 NPC473187
Remote Similarity 0.6406 NPC200836
Remote Similarity 0.6404 NPC122436
Remote Similarity 0.6404 NPC314176
Remote Similarity 0.6402 NPC473041
Remote Similarity 0.6401 NPC478013
Remote Similarity 0.6397 NPC323752
Remote Similarity 0.6397 NPC323198
Remote Similarity 0.6392 NPC232727
Remote Similarity 0.6392 NPC313966
Remote Similarity 0.6392 NPC314254
Remote Similarity 0.6389 NPC227824
Remote Similarity 0.6384 NPC217176
Remote Similarity 0.6382 NPC62069
Remote Similarity 0.638 NPC1608
Remote Similarity 0.6377 NPC213530
Remote Similarity 0.6377 NPC37957
Remote Similarity 0.6377 NPC193267
Remote Similarity 0.6374 NPC245055
Remote Similarity 0.6374 NPC33064
Remote Similarity 0.6371 NPC82548
Remote Similarity 0.6371 NPC287208
Remote Similarity 0.637 NPC478011
Remote Similarity 0.637 NPC478012
Remote Similarity 0.6367 NPC475112
Remote Similarity 0.6367 NPC475085
Remote Similarity 0.6367 NPC291535
Remote Similarity 0.6364 NPC70956
Remote Similarity 0.6364 NPC82472
Remote Similarity 0.6364 NPC243834
Remote Similarity 0.6353 NPC323969
Remote Similarity 0.6353 NPC150239
Remote Similarity 0.6353 NPC472099
Remote Similarity 0.6347 NPC326363
Remote Similarity 0.6344 NPC58209
Remote Similarity 0.6342 NPC53144
Remote Similarity 0.6342 NPC223427
Remote Similarity 0.6339 NPC72211
Remote Similarity 0.6337 NPC220852
Remote Similarity 0.6337 NPC470889
Remote Similarity 0.633 NPC198503
Remote Similarity 0.6327 NPC168486
Remote Similarity 0.6327 NPC222592
Remote Similarity 0.6326 NPC170114
Remote Similarity 0.6324 NPC260434
Remote Similarity 0.6324 NPC475253
Remote Similarity 0.6324 NPC477531
Remote Similarity 0.6322 NPC269367
Remote Similarity 0.6314 NPC325976
Remote Similarity 0.631 NPC252251
Remote Similarity 0.631 NPC311906
Remote Similarity 0.6306 NPC478141
Remote Similarity 0.6304 NPC101350
Remote Similarity 0.63 NPC477516
Remote Similarity 0.6299 NPC91868
Remote Similarity 0.6299 NPC63971
Remote Similarity 0.6298 NPC314056
Remote Similarity 0.6295 NPC124300
Remote Similarity 0.6295 NPC166712
Remote Similarity 0.6289 NPC329747
Remote Similarity 0.6288 NPC470549
Remote Similarity 0.6287 NPC209174
Remote Similarity 0.6286 NPC469734
Remote Similarity 0.6282 NPC168922
Remote Similarity 0.6279 NPC75498
Remote Similarity 0.6279 NPC162484
Remote Similarity 0.6278 NPC247803
Remote Similarity 0.6277 NPC203373
Remote Similarity 0.6277 NPC165964
Remote Similarity 0.6277 NPC329631
Remote Similarity 0.6274 NPC26679
Remote Similarity 0.6273 NPC473185
Remote Similarity 0.6272 NPC291609
Remote Similarity 0.6269 NPC53344
Remote Similarity 0.6268 NPC235685
Remote Similarity 0.6268 NPC285343
Remote Similarity 0.6268 NPC329982
Remote Similarity 0.6265 NPC470586
Remote Similarity 0.6264 NPC74969
Remote Similarity 0.626 NPC11464
Remote Similarity 0.626 NPC167860
Remote Similarity 0.626 NPC123976
Remote Similarity 0.626 NPC249662
Remote Similarity 0.626 NPC471304
Remote Similarity 0.626 NPC219664
Remote Similarity 0.626 NPC70259
Remote Similarity 0.6259 NPC258048
Remote Similarity 0.6255 NPC14339
Remote Similarity 0.6255 NPC153923
Remote Similarity 0.6255 NPC253675
Remote Similarity 0.6255 NPC277351
Remote Similarity 0.625 NPC279589
Remote Similarity 0.6246 NPC478080
Remote Similarity 0.6246 NPC303374
Remote Similarity 0.6245 NPC205926
Remote Similarity 0.6241 NPC469554
Remote Similarity 0.6236 NPC87413

Drug Structure

External Identifiers

TTD   DNCL003637; DCL001247
DrugBank   DB06290
ChEMBL   CHEMBL501849
IUPHAR/BPS   7367
PharmaGKB  
KEGG Drug   D10081
PubChem CID   24873435
ChEBI   134743
CAS Number  923604-59-5

Drug Properties

Molecular Weight  749.29
ALogP  -0.9921
MLogP  4.1
XLogP  4.84
HDA  10
HBD  2
Rotatable Bonds  15
TPSA  200.49
RO5 Violation  0