Drug Information

Drug ID:  NPD8429
Drug Name:  Vinorelbine; Vinorelbine Base
Molecular Formula:  C45H54N4O8
Canonical SMILES:  CCC1=C[C@@H]2CN(C1)Cc1c3ccccc3[nH]c1[C@@](C2)(C(=O)OC)c1cc2c(cc1OC)N([C@@H]1[C@@]32CCN2[C@H]3[C@@](CC)(C=CC2)[C@H]([C@]1(O)C(=O)OC)OC(=O)C)C
Standard InCHI:  InChI=1S/C45H54N4O8/c1-8-27-19-28-22-44(40(51)55-6,36-30(25-48(23-27)24-28)29-13-10-11-14-33(29)46-36)32-20-31-34(21-35(32)54-5)47(4)38-43(31)16-18-49-17-12-15-42(9-2,37(43)49)39(57-26(3)50)45(38,53)41(52)56-7/h10-15,19-21,28,37-39,46,53H,8-9,16-18,22-25H2,1-7H3/t28-,37-,38+,39+,42+,43+,44-,45-/m0/s1
Standard InCHIKey:  GBABOYUKABKIAF-IELIFDKJSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD8429

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 0.9592 NPC237901
High Similarity 0.9592 NPC195788
High Similarity 0.9438 NPC260909
Intermediate Similarity 0.8314 NPC471303
Intermediate Similarity 0.8095 NPC475666
Intermediate Similarity 0.8056 NPC81939
Intermediate Similarity 0.8016 NPC478080
Intermediate Similarity 0.7977 NPC329982
Intermediate Similarity 0.7899 NPC133609
Intermediate Similarity 0.7868 NPC189079
Intermediate Similarity 0.7854 NPC284685
Intermediate Similarity 0.7833 NPC127996
Intermediate Similarity 0.7812 NPC469734
Intermediate Similarity 0.7787 NPC470785
Intermediate Similarity 0.7774 NPC100734
Intermediate Similarity 0.7774 NPC315634
Intermediate Similarity 0.7774 NPC88923
Intermediate Similarity 0.7747 NPC184680
Intermediate Similarity 0.7717 NPC470784
Intermediate Similarity 0.7713 NPC17437
Intermediate Similarity 0.7695 NPC473540
Intermediate Similarity 0.7673 NPC473041
Intermediate Similarity 0.7656 NPC477066
Intermediate Similarity 0.7652 NPC477532
Intermediate Similarity 0.7647 NPC131486
Intermediate Similarity 0.7638 NPC473187
Intermediate Similarity 0.7628 NPC473105
Intermediate Similarity 0.7626 NPC478081
Intermediate Similarity 0.7623 NPC191489
Intermediate Similarity 0.7611 NPC477533
Intermediate Similarity 0.7589 NPC475720
Intermediate Similarity 0.7589 NPC474192
Intermediate Similarity 0.7558 NPC478082
Intermediate Similarity 0.7558 NPC477067
Intermediate Similarity 0.7556 NPC89549
Intermediate Similarity 0.7549 NPC475253
Intermediate Similarity 0.7549 NPC477531
Intermediate Similarity 0.754 NPC174760
Intermediate Similarity 0.753 NPC303658
Intermediate Similarity 0.753 NPC96321
Intermediate Similarity 0.7519 NPC475844
Intermediate Similarity 0.751 NPC474183
Intermediate Similarity 0.751 NPC209174
Intermediate Similarity 0.7509 NPC478083
Intermediate Similarity 0.749 NPC473188
Intermediate Similarity 0.749 NPC169402
Intermediate Similarity 0.7481 NPC475816
Intermediate Similarity 0.7471 NPC473183
Intermediate Similarity 0.747 NPC252251
Intermediate Similarity 0.7461 NPC277351
Intermediate Similarity 0.7449 NPC330009
Intermediate Similarity 0.744 NPC198503
Intermediate Similarity 0.7434 NPC244543
Intermediate Similarity 0.7431 NPC473185
Intermediate Similarity 0.7409 NPC116238
Intermediate Similarity 0.7403 NPC6786
Intermediate Similarity 0.7402 NPC194740
Intermediate Similarity 0.74 NPC150239
Intermediate Similarity 0.7393 NPC473184
Intermediate Similarity 0.7379 NPC148183
Intermediate Similarity 0.7379 NPC152768
Intermediate Similarity 0.7358 NPC87413
Intermediate Similarity 0.7356 NPC469722
Intermediate Similarity 0.7352 NPC21638
Intermediate Similarity 0.7333 NPC311906
Intermediate Similarity 0.7331 NPC128115
Intermediate Similarity 0.7326 NPC39370
Intermediate Similarity 0.732 NPC46561
Intermediate Similarity 0.732 NPC469594
Intermediate Similarity 0.732 NPC247803
Intermediate Similarity 0.7309 NPC469928
Intermediate Similarity 0.7309 NPC3207
Intermediate Similarity 0.7298 NPC471080
Intermediate Similarity 0.7298 NPC469592
Intermediate Similarity 0.7295 NPC476106
Intermediate Similarity 0.7291 NPC222046
Intermediate Similarity 0.7291 NPC288110
Intermediate Similarity 0.7291 NPC473179
Intermediate Similarity 0.7266 NPC274640
Intermediate Similarity 0.7265 NPC4687
Intermediate Similarity 0.7258 NPC475778
Intermediate Similarity 0.7258 NPC308137
Intermediate Similarity 0.7258 NPC310211
Intermediate Similarity 0.7248 NPC473186
Intermediate Similarity 0.7247 NPC234999
Intermediate Similarity 0.7233 NPC280799
Intermediate Similarity 0.7227 NPC473458
Intermediate Similarity 0.722 NPC323752
Intermediate Similarity 0.722 NPC323198
Intermediate Similarity 0.722 NPC473182
Intermediate Similarity 0.7216 NPC179287
Intermediate Similarity 0.7213 NPC162484
Intermediate Similarity 0.7209 NPC474688
Intermediate Similarity 0.7206 NPC469743
Intermediate Similarity 0.72 NPC478010
Intermediate Similarity 0.72 NPC478009
Intermediate Similarity 0.7196 NPC478006
Intermediate Similarity 0.7194 NPC132642
Intermediate Similarity 0.7185 NPC472589
Intermediate Similarity 0.7183 NPC184408
Intermediate Similarity 0.7177 NPC471304
Intermediate Similarity 0.7176 NPC82472
Intermediate Similarity 0.7175 NPC472588
Intermediate Similarity 0.7172 NPC475112
Intermediate Similarity 0.7172 NPC475085
Intermediate Similarity 0.7172 NPC291535
Intermediate Similarity 0.7171 NPC74969
Intermediate Similarity 0.7171 NPC183407
Intermediate Similarity 0.7166 NPC39679
Intermediate Similarity 0.7164 NPC315467
Intermediate Similarity 0.7164 NPC14812
Intermediate Similarity 0.7154 NPC208084
Intermediate Similarity 0.7149 NPC72211
Intermediate Similarity 0.7143 NPC14288
Intermediate Similarity 0.7143 NPC305984
Intermediate Similarity 0.7137 NPC201697
Intermediate Similarity 0.7137 NPC144452
Intermediate Similarity 0.7137 NPC162748
Intermediate Similarity 0.7126 NPC249583
Intermediate Similarity 0.7121 NPC24370
Intermediate Similarity 0.7121 NPC319232
Intermediate Similarity 0.7121 NPC202503
Intermediate Similarity 0.712 NPC48353
Intermediate Similarity 0.7111 NPC314882
Intermediate Similarity 0.711 NPC151171
Intermediate Similarity 0.7107 NPC243834
Intermediate Similarity 0.7107 NPC70956
Intermediate Similarity 0.7104 NPC95240
Intermediate Similarity 0.7104 NPC322135
Intermediate Similarity 0.7101 NPC471979
Intermediate Similarity 0.7097 NPC475910
Intermediate Similarity 0.7093 NPC124920
Intermediate Similarity 0.7093 NPC34580
Intermediate Similarity 0.7093 NPC118559
Intermediate Similarity 0.7093 NPC304307
Intermediate Similarity 0.7093 NPC471513
Intermediate Similarity 0.7092 NPC45048
Intermediate Similarity 0.7092 NPC39500
Intermediate Similarity 0.709 NPC214428
Intermediate Similarity 0.7085 NPC300156
Intermediate Similarity 0.7085 NPC277350
Intermediate Similarity 0.7082 NPC115588
Intermediate Similarity 0.708 NPC23294
Intermediate Similarity 0.7078 NPC306376
Intermediate Similarity 0.7077 NPC474701
Intermediate Similarity 0.7066 NPC100547
Intermediate Similarity 0.7066 NPC70259
Intermediate Similarity 0.7061 NPC267423
Intermediate Similarity 0.7061 NPC325976
Intermediate Similarity 0.7057 NPC279589
Intermediate Similarity 0.7056 NPC193777
Intermediate Similarity 0.7055 NPC207620
Intermediate Similarity 0.7054 NPC79107
Intermediate Similarity 0.7054 NPC475424
Intermediate Similarity 0.7052 NPC472098
Intermediate Similarity 0.7052 NPC94157
Intermediate Similarity 0.705 NPC321592
Intermediate Similarity 0.705 NPC54803
Intermediate Similarity 0.7049 NPC241024
Intermediate Similarity 0.7045 NPC473565
Intermediate Similarity 0.7043 NPC51388
Intermediate Similarity 0.7041 NPC78609
Intermediate Similarity 0.7041 NPC477393
Intermediate Similarity 0.704 NPC303951
Intermediate Similarity 0.7038 NPC223409
Intermediate Similarity 0.7031 NPC169716
Intermediate Similarity 0.7031 NPC60621
Intermediate Similarity 0.7027 NPC261251
Intermediate Similarity 0.7025 NPC131017
Intermediate Similarity 0.7025 NPC43787
Intermediate Similarity 0.7025 NPC205934
Intermediate Similarity 0.7023 NPC284888
Intermediate Similarity 0.7022 NPC303374
Intermediate Similarity 0.702 NPC329747
Intermediate Similarity 0.7008 NPC15801
Intermediate Similarity 0.7 NPC469589
Intermediate Similarity 0.7 NPC209769
Remote Similarity 0.6996 NPC118228
Remote Similarity 0.6993 NPC471978
Remote Similarity 0.6992 NPC472099
Remote Similarity 0.6989 NPC477396
Remote Similarity 0.6988 NPC214142
Remote Similarity 0.6984 NPC119722
Remote Similarity 0.6981 NPC41679
Remote Similarity 0.6976 NPC470930
Remote Similarity 0.6974 NPC181081
Remote Similarity 0.6973 NPC473806
Remote Similarity 0.6973 NPC471634
Remote Similarity 0.6973 NPC326363
Remote Similarity 0.6969 NPC170114
Remote Similarity 0.6968 NPC132385
Remote Similarity 0.6966 NPC469452
Remote Similarity 0.6966 NPC477395
Remote Similarity 0.6964 NPC162730
Remote Similarity 0.696 NPC86834
Remote Similarity 0.696 NPC210828
Remote Similarity 0.6957 NPC478074
Remote Similarity 0.6955 NPC469450
Remote Similarity 0.695 NPC478012
Remote Similarity 0.695 NPC478011

Drug Structure

External Identifiers

TTD   DAP000765
DrugBank  
ChEMBL  
IUPHAR/BPS   7105
PharmaGKB  
KEGG Drug  
PubChem CID   5311497
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  778.39
ALogP  -0.7124
MLogP  5.09
XLogP  3.903
HDA  11
HBD  2
Rotatable Bonds  18
TPSA  133.87
RO5 Violation  1