Drug Information

Drug ID:  NPD7796
Drug Name:  Irinotecan Hydrochloride Hydrate
Molecular Formula:  C33H38N4O6.ClH.H2O
Canonical SMILES:  CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccc(cc4c(c3Cn1c2=O)CC)OC(=O)N1CCC(CC1)N1CCCCC1.O.Cl
Standard InCHI:  InChI=1S/C33H38N4O6.ClH.H2O/c1-3-22-23-16-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)8-9-27(23)34-29-24(22)18-37-28(29)17-26-25(30(37)38)19-42-31(39)33(26,41)4-2;;/h8-9,16-17,20,41H,3-7,10-15,18-19H2,1-2H3;1H;1H2/t33-;;/m0../s1
Standard InCHIKey:  OHNBIIZWIUBGTK-NYPSMHOZSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD7796

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
High Similarity 0.9126 NPC316181
High Similarity 0.9126 NPC74562
High Similarity 0.9126 NPC151781
High Similarity 0.8779 NPC128115
Intermediate Similarity 0.8244 NPC129909
Intermediate Similarity 0.7972 NPC192674
Intermediate Similarity 0.7971 NPC61435
Intermediate Similarity 0.7961 NPC311858
Intermediate Similarity 0.7937 NPC472099
Intermediate Similarity 0.7917 NPC472111
Intermediate Similarity 0.7864 NPC470003
Intermediate Similarity 0.7864 NPC472098
Intermediate Similarity 0.7811 NPC474183
Intermediate Similarity 0.7735 NPC470784
Intermediate Similarity 0.7735 NPC470785
Intermediate Similarity 0.7692 NPC184680
Intermediate Similarity 0.7632 NPC280272
Intermediate Similarity 0.7621 NPC14325
Intermediate Similarity 0.7621 NPC28848
Intermediate Similarity 0.7568 NPC469589
Intermediate Similarity 0.7545 NPC118832
Intermediate Similarity 0.7545 NPC264176
Intermediate Similarity 0.7545 NPC165349
Intermediate Similarity 0.7545 NPC47059
Intermediate Similarity 0.7545 NPC274291
Intermediate Similarity 0.7545 NPC264166
Intermediate Similarity 0.7545 NPC329708
Intermediate Similarity 0.7543 NPC311906
Intermediate Similarity 0.7541 NPC472435
Intermediate Similarity 0.7523 NPC249040
Intermediate Similarity 0.7523 NPC82548
Intermediate Similarity 0.752 NPC472436
Intermediate Similarity 0.7455 NPC295898
Intermediate Similarity 0.7445 NPC152768
Intermediate Similarity 0.7445 NPC148183
Intermediate Similarity 0.7432 NPC475841
Intermediate Similarity 0.7432 NPC474145
Intermediate Similarity 0.7429 NPC329982
Intermediate Similarity 0.7425 NPC157931
Intermediate Similarity 0.7414 NPC473449
Intermediate Similarity 0.7406 NPC475816
Intermediate Similarity 0.7398 NPC478080
Intermediate Similarity 0.738 NPC469594
Intermediate Similarity 0.7357 NPC471080
Intermediate Similarity 0.7357 NPC469592
Intermediate Similarity 0.7353 NPC272549
Intermediate Similarity 0.7344 NPC478082
Intermediate Similarity 0.7344 NPC477067
Intermediate Similarity 0.7339 NPC21638
Intermediate Similarity 0.7336 NPC260909
Intermediate Similarity 0.7333 NPC477548
Intermediate Similarity 0.7321 NPC53344
Intermediate Similarity 0.7309 NPC284685
Intermediate Similarity 0.7304 NPC96321
Intermediate Similarity 0.7303 NPC99891
Intermediate Similarity 0.73 NPC474192
Intermediate Similarity 0.73 NPC475720
Intermediate Similarity 0.7295 NPC17437
Intermediate Similarity 0.7285 NPC329793
Intermediate Similarity 0.7284 NPC472434
Intermediate Similarity 0.728 NPC295228
Intermediate Similarity 0.728 NPC477549
Intermediate Similarity 0.7261 NPC305984
Intermediate Similarity 0.7254 NPC469734
Intermediate Similarity 0.7248 NPC195788
Intermediate Similarity 0.7248 NPC237901
Intermediate Similarity 0.7244 NPC193238
Intermediate Similarity 0.7231 NPC477066
Intermediate Similarity 0.7229 NPC478083
Intermediate Similarity 0.7229 NPC303658
Intermediate Similarity 0.7225 NPC471304
Intermediate Similarity 0.722 NPC211813
Intermediate Similarity 0.7212 NPC287208
Intermediate Similarity 0.7211 NPC191489
Intermediate Similarity 0.7203 NPC470126
Intermediate Similarity 0.7203 NPC257851
Intermediate Similarity 0.7202 NPC478081
Intermediate Similarity 0.7197 NPC323752
Intermediate Similarity 0.7197 NPC141053
Intermediate Similarity 0.7197 NPC323198
Intermediate Similarity 0.7181 NPC174758
Intermediate Similarity 0.7181 NPC476116
Intermediate Similarity 0.7181 NPC174672
Intermediate Similarity 0.7176 NPC478010
Intermediate Similarity 0.7176 NPC478009
Intermediate Similarity 0.7176 NPC66083
Intermediate Similarity 0.7173 NPC194740
Intermediate Similarity 0.7171 NPC478006
Intermediate Similarity 0.7165 NPC315634
Intermediate Similarity 0.7165 NPC88923
Intermediate Similarity 0.7165 NPC100734
Intermediate Similarity 0.7149 NPC82472
Intermediate Similarity 0.7143 NPC469928
Intermediate Similarity 0.7137 NPC475910
Intermediate Similarity 0.7137 NPC315467
Intermediate Similarity 0.712 NPC303374
Intermediate Similarity 0.7117 NPC239954
Intermediate Similarity 0.7113 NPC14288
Intermediate Similarity 0.7111 NPC223427
Intermediate Similarity 0.7108 NPC189079
Intermediate Similarity 0.7102 NPC188400
Intermediate Similarity 0.7101 NPC471762
Intermediate Similarity 0.7091 NPC79293
Intermediate Similarity 0.7091 NPC279401
Intermediate Similarity 0.7089 NPC319232
Intermediate Similarity 0.7089 NPC24370
Intermediate Similarity 0.7073 NPC81939
Intermediate Similarity 0.707 NPC176127
Intermediate Similarity 0.7068 NPC133609
Intermediate Similarity 0.7061 NPC473540
Intermediate Similarity 0.7059 NPC34580
Intermediate Similarity 0.7059 NPC124920
Intermediate Similarity 0.7059 NPC478078
Intermediate Similarity 0.7059 NPC304307
Intermediate Similarity 0.7059 NPC118559
Intermediate Similarity 0.7059 NPC289299
Intermediate Similarity 0.7059 NPC57994
Intermediate Similarity 0.7056 NPC478074
Intermediate Similarity 0.7054 NPC473105
Intermediate Similarity 0.7049 NPC477586
Intermediate Similarity 0.7049 NPC477585
Intermediate Similarity 0.7049 NPC477588
Intermediate Similarity 0.7049 NPC477590
Intermediate Similarity 0.7045 NPC475666
Intermediate Similarity 0.704 NPC168911
Intermediate Similarity 0.704 NPC212213
Intermediate Similarity 0.7035 NPC476098
Intermediate Similarity 0.7029 NPC253580
Intermediate Similarity 0.7029 NPC100547
Intermediate Similarity 0.7028 NPC26543
Intermediate Similarity 0.7026 NPC16066
Intermediate Similarity 0.7018 NPC270918
Intermediate Similarity 0.7013 NPC112206
Intermediate Similarity 0.7013 NPC202605
Intermediate Similarity 0.7012 NPC314882
Intermediate Similarity 0.7009 NPC314270
Intermediate Similarity 0.7009 NPC280714
Intermediate Similarity 0.7 NPC223409
Intermediate Similarity 0.7 NPC181081
Intermediate Similarity 0.7 NPC322135
Intermediate Similarity 0.7 NPC95240
Remote Similarity 0.6996 NPC274982
Remote Similarity 0.6991 NPC472104
Remote Similarity 0.6987 NPC186351
Remote Similarity 0.6987 NPC261251
Remote Similarity 0.6983 NPC284888
Remote Similarity 0.6983 NPC329631
Remote Similarity 0.6983 NPC266931
Remote Similarity 0.6982 NPC276517
Remote Similarity 0.6979 NPC313804
Remote Similarity 0.6979 NPC315804
Remote Similarity 0.6973 NPC478011
Remote Similarity 0.6973 NPC478012
Remote Similarity 0.6973 NPC471303
Remote Similarity 0.6972 NPC204385
Remote Similarity 0.6967 NPC476995
Remote Similarity 0.6967 NPC477587
Remote Similarity 0.6967 NPC477589
Remote Similarity 0.6966 NPC469727
Remote Similarity 0.6965 NPC314056
Remote Similarity 0.6964 NPC316224
Remote Similarity 0.6962 NPC478141
Remote Similarity 0.6958 NPC66777
Remote Similarity 0.6951 NPC245916
Remote Similarity 0.6948 NPC312872
Remote Similarity 0.6947 NPC314176
Remote Similarity 0.6946 NPC214142
Remote Similarity 0.6942 NPC54803
Remote Similarity 0.6942 NPC321592
Remote Similarity 0.6937 NPC307963
Remote Similarity 0.6937 NPC198673
Remote Similarity 0.6936 NPC473041
Remote Similarity 0.6932 NPC473800
Remote Similarity 0.6913 NPC470931
Remote Similarity 0.6907 NPC52254
Remote Similarity 0.6901 NPC476999
Remote Similarity 0.6895 NPC75179
Remote Similarity 0.6895 NPC66210
Remote Similarity 0.6895 NPC194040
Remote Similarity 0.6894 NPC304926
Remote Similarity 0.6894 NPC476041
Remote Similarity 0.6886 NPC200836
Remote Similarity 0.6886 NPC53144
Remote Similarity 0.6885 NPC478013
Remote Similarity 0.6885 NPC245055
Remote Similarity 0.6885 NPC33064
Remote Similarity 0.6884 NPC283152
Remote Similarity 0.6875 NPC251090
Remote Similarity 0.6873 NPC227824
Remote Similarity 0.687 NPC88008
Remote Similarity 0.687 NPC321428
Remote Similarity 0.687 NPC313189
Remote Similarity 0.6867 NPC202768
Remote Similarity 0.6867 NPC296482
Remote Similarity 0.6867 NPC53069
Remote Similarity 0.6866 NPC206201
Remote Similarity 0.6865 NPC315893
Remote Similarity 0.6865 NPC316110
Remote Similarity 0.6865 NPC313587
Remote Similarity 0.6864 NPC174788

Drug Structure

External Identifiers

TTD  
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  586.28
ALogP  -2.7949
MLogP  3.99
XLogP  3.633
HDA  9
HBD  1
Rotatable Bonds  9
TPSA  112.51
RO5 Violation  0