Drug Information

Drug ID:  NPD8255
Drug Name:  Ciluprevir
Molecular Formula:  C40H50N6O8S
Canonical SMILES:  COc1ccc2c(c1)nc(cc2O[C@@H]1C[C@@H]2N(C1)C(=O)[C@H](CCCCC/C=C[C@H]1[C@](N=C2O)(C1)C(=O)O)N=C(OC1CCCC1)O)c1csc(=NC(C)C)[nH]1
Standard InCHI:  InChI=1S/C40H50N6O8S/c1-23(2)41-38-43-32(22-55-38)31-19-34(28-16-15-26(52-3)17-30(28)42-31)53-27-18-33-35(47)45-40(37(49)50)20-24(40)11-7-5-4-6-8-14-29(36(48)46(33)21-27)44-39(51)54-25-12-9-10-13-25/h7,11,15-17,19,22-25,27,29,33H,4-6,8-10,12-14,18,20-21H2,1-3H3,(H,41,43)(H,44,51)(H,45,47)(H,49,50)/b11-7-/t24-,27-,29+,33+,40-/m1/s1
Standard InCHIKey:  PJZPDFUUXKKDNB-KNINVFKUSA-N
Max Developmental Stage:  Phase 2
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD8255

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 0.7602 NPC184680
Intermediate Similarity 0.7595 NPC303658
Intermediate Similarity 0.7571 NPC470785
Intermediate Similarity 0.75 NPC470784
Intermediate Similarity 0.7479 NPC21638
Intermediate Similarity 0.7439 NPC54803
Intermediate Similarity 0.7439 NPC321592
Intermediate Similarity 0.7406 NPC305984
Intermediate Similarity 0.7406 NPC314176
Intermediate Similarity 0.7388 NPC194740
Intermediate Similarity 0.7377 NPC319232
Intermediate Similarity 0.7377 NPC24370
Intermediate Similarity 0.7368 NPC478011
Intermediate Similarity 0.7364 NPC148183
Intermediate Similarity 0.7364 NPC152768
Intermediate Similarity 0.736 NPC474183
Intermediate Similarity 0.7358 NPC95240
Intermediate Similarity 0.7358 NPC223409
Intermediate Similarity 0.7347 NPC304307
Intermediate Similarity 0.7347 NPC118559
Intermediate Similarity 0.7347 NPC124920
Intermediate Similarity 0.7347 NPC34580
Intermediate Similarity 0.7339 NPC473105
Intermediate Similarity 0.7317 NPC100547
Intermediate Similarity 0.7305 NPC477635
Intermediate Similarity 0.7305 NPC477630
Intermediate Similarity 0.7303 NPC469594
Intermediate Similarity 0.73 NPC314056
Intermediate Similarity 0.7287 NPC322135
Intermediate Similarity 0.7276 NPC261251
Intermediate Similarity 0.7276 NPC133609
Intermediate Similarity 0.7273 NPC315467
Intermediate Similarity 0.7269 NPC220852
Intermediate Similarity 0.7269 NPC323198
Intermediate Similarity 0.7269 NPC323752
Intermediate Similarity 0.7258 NPC14288
Intermediate Similarity 0.7239 NPC478012
Intermediate Similarity 0.7236 NPC214142
Intermediate Similarity 0.722 NPC314882
Intermediate Similarity 0.7218 NPC478013
Intermediate Similarity 0.7208 NPC469592
Intermediate Similarity 0.7208 NPC471080
Intermediate Similarity 0.72 NPC284888
Intermediate Similarity 0.7194 NPC475816
Intermediate Similarity 0.7185 NPC469589
Intermediate Similarity 0.7184 NPC478141
Intermediate Similarity 0.7183 NPC285343
Intermediate Similarity 0.7181 NPC189079
Intermediate Similarity 0.7177 NPC471762
Intermediate Similarity 0.7172 NPC128115
Intermediate Similarity 0.7171 NPC33064
Intermediate Similarity 0.7171 NPC245055
Intermediate Similarity 0.7154 NPC82472
Intermediate Similarity 0.7143 NPC313587
Intermediate Similarity 0.7143 NPC315893
Intermediate Similarity 0.7143 NPC316110
Intermediate Similarity 0.7116 NPC478009
Intermediate Similarity 0.7115 NPC28945
Intermediate Similarity 0.711 NPC284685
Intermediate Similarity 0.7108 NPC66777
Intermediate Similarity 0.7095 NPC264176
Intermediate Similarity 0.7095 NPC472098
Intermediate Similarity 0.7092 NPC474192
Intermediate Similarity 0.7092 NPC475720
Intermediate Similarity 0.709 NPC473041
Intermediate Similarity 0.7073 NPC60621
Intermediate Similarity 0.705 NPC153400
Intermediate Similarity 0.7045 NPC478006
Intermediate Similarity 0.7045 NPC472436
Intermediate Similarity 0.7033 NPC472099
Intermediate Similarity 0.7031 NPC99891
Intermediate Similarity 0.702 NPC131486
Intermediate Similarity 0.7018 NPC260909
Intermediate Similarity 0.7012 NPC326363
Remote Similarity 0.6996 NPC303374
Remote Similarity 0.6996 NPC472435
Remote Similarity 0.6992 NPC313804
Remote Similarity 0.6992 NPC315804
Remote Similarity 0.6989 NPC478010
Remote Similarity 0.6985 NPC471303
Remote Similarity 0.6978 NPC100734
Remote Similarity 0.6978 NPC88923
Remote Similarity 0.6978 NPC315634
Remote Similarity 0.6969 NPC325976
Remote Similarity 0.6941 NPC272549
Remote Similarity 0.6939 NPC74969
Remote Similarity 0.6934 NPC237901
Remote Similarity 0.6934 NPC195788
Remote Similarity 0.6933 NPC311357
Remote Similarity 0.6929 NPC475910
Remote Similarity 0.6926 NPC477586
Remote Similarity 0.6926 NPC477585
Remote Similarity 0.6926 NPC477588
Remote Similarity 0.6926 NPC477590
Remote Similarity 0.6923 NPC59827
Remote Similarity 0.6923 NPC184933
Remote Similarity 0.692 NPC125597
Remote Similarity 0.6917 NPC472111
Remote Similarity 0.6905 NPC311906
Remote Similarity 0.6898 NPC477634
Remote Similarity 0.6894 NPC244543
Remote Similarity 0.6885 NPC78609
Remote Similarity 0.6885 NPC81939
Remote Similarity 0.6885 NPC472434
Remote Similarity 0.688 NPC64216
Remote Similarity 0.688 NPC475271
Remote Similarity 0.6873 NPC124300
Remote Similarity 0.687 NPC330009
Remote Similarity 0.6867 NPC477526
Remote Similarity 0.6865 NPC157931
Remote Similarity 0.6862 NPC295898
Remote Similarity 0.6858 NPC310618
Remote Similarity 0.6858 NPC475666
Remote Similarity 0.6853 NPC97746
Remote Similarity 0.685 NPC260434
Remote Similarity 0.6848 NPC477587
Remote Similarity 0.6848 NPC477589
Remote Similarity 0.6846 NPC291609
Remote Similarity 0.6844 NPC146418
Remote Similarity 0.6842 NPC79386
Remote Similarity 0.6835 NPC306376
Remote Similarity 0.6835 NPC477527
Remote Similarity 0.683 NPC329982
Remote Similarity 0.6828 NPC191489
Remote Similarity 0.6824 NPC89987
Remote Similarity 0.6821 NPC477633
Remote Similarity 0.6818 NPC67401
Remote Similarity 0.6815 NPC96321
Remote Similarity 0.6815 NPC82070
Remote Similarity 0.6815 NPC281049
Remote Similarity 0.681 NPC4910
Remote Similarity 0.6809 NPC79293
Remote Similarity 0.6809 NPC279401
Remote Similarity 0.6802 NPC288349
Remote Similarity 0.68 NPC473317
Remote Similarity 0.68 NPC310118
Remote Similarity 0.6798 NPC110151
Remote Similarity 0.6789 NPC54744
Remote Similarity 0.6787 NPC298436
Remote Similarity 0.6787 NPC52254
Remote Similarity 0.6786 NPC473449
Remote Similarity 0.6782 NPC316224
Remote Similarity 0.6778 NPC329747
Remote Similarity 0.6773 NPC220851
Remote Similarity 0.6766 NPC204970
Remote Similarity 0.6763 NPC473460
Remote Similarity 0.6763 NPC476098
Remote Similarity 0.6763 NPC472789
Remote Similarity 0.6762 NPC14877
Remote Similarity 0.6762 NPC145178
Remote Similarity 0.6762 NPC475350
Remote Similarity 0.6758 NPC475196
Remote Similarity 0.6758 NPC477516
Remote Similarity 0.6755 NPC181081
Remote Similarity 0.6753 NPC62069
Remote Similarity 0.675 NPC470586
Remote Similarity 0.6748 NPC251036
Remote Similarity 0.6739 NPC321939
Remote Similarity 0.6738 NPC329731
Remote Similarity 0.6735 NPC471304
Remote Similarity 0.6735 NPC219664
Remote Similarity 0.6732 NPC257851
Remote Similarity 0.6732 NPC186351
Remote Similarity 0.673 NPC469734
Remote Similarity 0.6717 NPC165964
Remote Similarity 0.6708 NPC277350
Remote Similarity 0.6707 NPC87413
Remote Similarity 0.6706 NPC33949
Remote Similarity 0.6706 NPC148124
Remote Similarity 0.6694 NPC478158
Remote Similarity 0.6694 NPC478157
Remote Similarity 0.6692 NPC473800
Remote Similarity 0.668 NPC203168
Remote Similarity 0.668 NPC174788
Remote Similarity 0.6667 NPC244536
Remote Similarity 0.6667 NPC14339
Remote Similarity 0.6667 NPC248903
Remote Similarity 0.6667 NPC476114
Remote Similarity 0.6667 NPC99724
Remote Similarity 0.6654 NPC188400
Remote Similarity 0.6654 NPC300114
Remote Similarity 0.6653 NPC151781
Remote Similarity 0.6653 NPC316181
Remote Similarity 0.6653 NPC74562
Remote Similarity 0.664 NPC250960
Remote Similarity 0.664 NPC71539
Remote Similarity 0.6639 NPC312870
Remote Similarity 0.6639 NPC128265
Remote Similarity 0.6639 NPC475841
Remote Similarity 0.6639 NPC474145
Remote Similarity 0.6639 NPC476106
Remote Similarity 0.6639 NPC199851
Remote Similarity 0.6639 NPC294909
Remote Similarity 0.6639 NPC254240
Remote Similarity 0.6627 NPC266994
Remote Similarity 0.6627 NPC477533
Remote Similarity 0.6627 NPC26928
Remote Similarity 0.6626 NPC477160
Remote Similarity 0.6626 NPC174758
Remote Similarity 0.6617 NPC478080

Drug Structure

External Identifiers

TTD  
DrugBank   DB05868
ChEMBL   CHEMBL297884
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  300832-84-2

Drug Properties

Molecular Weight  774.34
ALogP  -3.421
MLogP  4.21
XLogP  6.608
HDA  12
HBD  4
Rotatable Bonds  15
TPSA  213.06
RO5 Violation  2