Drug Information

Drug ID:  NPD8467
Drug Name:  Vinblastine
Molecular Formula:  C46H58N4O9
Canonical SMILES:  COc1cc2N(C)[C@@H]3[C@@]4(c2cc1[C@]1(C[C@@H]2CN(CCc5c1[nH]c1c5cccc1)C[C@](C2)(O)CC)C(=O)OC)CCN1[C@H]4[C@@]([C@H]([C@]3(O)C(=O)OC)OC(=O)C)(CC)C=CC1
Standard InCHI:  InChI=1S/C46H58N4O9/c1-8-42(54)23-28-24-45(40(52)57-6,36-30(15-19-49(25-28)26-42)29-13-10-11-14-33(29)47-36)32-21-31-34(22-35(32)56-5)48(4)38-44(31)17-20-50-18-12-16-43(9-2,37(44)50)39(59-27(3)51)46(38,55)41(53)58-7/h10-14,16,21-22,28,37-39,47,54-55H,8-9,15,17-20,23-26H2,1-7H3/t28-,37+,38-,39-,42+,43-,44-,45+,46+/m1/s1
Standard InCHIKey:  JXLYSJRDGCGARV-XQKSVPLYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  DrugBank

  Structural Similarity Between NPASS Natural Products and NPD8467

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 1.0 NPC195788
High Similarity 1.0 NPC237901
High Similarity 0.9836 NPC260909
Intermediate Similarity 0.8385 NPC471303
Intermediate Similarity 0.8167 NPC475666
Intermediate Similarity 0.8127 NPC81939
Intermediate Similarity 0.8118 NPC329982
Intermediate Similarity 0.8086 NPC478080
Intermediate Similarity 0.7992 NPC284685
Intermediate Similarity 0.7969 NPC133609
Intermediate Similarity 0.7953 NPC469734
Intermediate Similarity 0.7938 NPC189079
Intermediate Similarity 0.7928 NPC470785
Intermediate Similarity 0.7909 NPC88923
Intermediate Similarity 0.7909 NPC100734
Intermediate Similarity 0.7909 NPC315634
Intermediate Similarity 0.7905 NPC473540
Intermediate Similarity 0.7888 NPC184680
Intermediate Similarity 0.7857 NPC470784
Intermediate Similarity 0.7833 NPC127996
Intermediate Similarity 0.7819 NPC473041
Intermediate Similarity 0.7782 NPC17437
Intermediate Similarity 0.7769 NPC473105
Intermediate Similarity 0.7757 NPC191489
Intermediate Similarity 0.7729 NPC475720
Intermediate Similarity 0.7729 NPC474192
Intermediate Similarity 0.7725 NPC477066
Intermediate Similarity 0.7695 NPC478081
Intermediate Similarity 0.7673 NPC96321
Intermediate Similarity 0.7638 NPC473187
Intermediate Similarity 0.7626 NPC478082
Intermediate Similarity 0.7626 NPC477067
Intermediate Similarity 0.7617 NPC475816
Intermediate Similarity 0.7592 NPC330009
Intermediate Similarity 0.7588 NPC475844
Intermediate Similarity 0.7581 NPC477532
Intermediate Similarity 0.7576 NPC478083
Intermediate Similarity 0.7556 NPC89549
Intermediate Similarity 0.7549 NPC475253
Intermediate Similarity 0.754 NPC477533
Intermediate Similarity 0.754 NPC174760
Intermediate Similarity 0.753 NPC303658
Intermediate Similarity 0.752 NPC152768
Intermediate Similarity 0.752 NPC148183
Intermediate Similarity 0.751 NPC131486
Intermediate Similarity 0.75 NPC244543
Intermediate Similarity 0.749 NPC473188
Intermediate Similarity 0.749 NPC21638
Intermediate Similarity 0.749 NPC169402
Intermediate Similarity 0.749 NPC469722
Intermediate Similarity 0.748 NPC477531
Intermediate Similarity 0.7471 NPC473183
Intermediate Similarity 0.747 NPC311906
Intermediate Similarity 0.747 NPC252251
Intermediate Similarity 0.746 NPC469594
Intermediate Similarity 0.7449 NPC469928
Intermediate Similarity 0.7442 NPC474183
Intermediate Similarity 0.7441 NPC209174
Intermediate Similarity 0.744 NPC198503
Intermediate Similarity 0.7439 NPC469592
Intermediate Similarity 0.7439 NPC471080
Intermediate Similarity 0.7431 NPC473185
Intermediate Similarity 0.743 NPC288110
Intermediate Similarity 0.7409 NPC116238
Intermediate Similarity 0.7403 NPC6786
Intermediate Similarity 0.7402 NPC194740
Intermediate Similarity 0.74 NPC150239
Intermediate Similarity 0.74 NPC128115
Intermediate Similarity 0.7398 NPC475778
Intermediate Similarity 0.7393 NPC473184
Intermediate Similarity 0.7393 NPC277351
Intermediate Similarity 0.7388 NPC234999
Intermediate Similarity 0.7362 NPC473458
Intermediate Similarity 0.7358 NPC87413
Intermediate Similarity 0.7326 NPC478009
Intermediate Similarity 0.7326 NPC39370
Intermediate Similarity 0.7326 NPC478010
Intermediate Similarity 0.732 NPC46561
Intermediate Similarity 0.732 NPC247803
Intermediate Similarity 0.7317 NPC471304
Intermediate Similarity 0.7309 NPC183407
Intermediate Similarity 0.7309 NPC3207
Intermediate Similarity 0.7295 NPC476106
Intermediate Similarity 0.7291 NPC222046
Intermediate Similarity 0.7291 NPC473179
Intermediate Similarity 0.7289 NPC315467
Intermediate Similarity 0.728 NPC305984
Intermediate Similarity 0.7276 NPC474688
Intermediate Similarity 0.7273 NPC162748
Intermediate Similarity 0.7266 NPC274640
Intermediate Similarity 0.7265 NPC4687
Intermediate Similarity 0.7258 NPC308137
Intermediate Similarity 0.7258 NPC310211
Intermediate Similarity 0.7248 NPC473186
Intermediate Similarity 0.7236 NPC475910
Intermediate Similarity 0.7233 NPC280799
Intermediate Similarity 0.7231 NPC214428
Intermediate Similarity 0.7228 NPC14812
Intermediate Similarity 0.7227 NPC471513
Intermediate Similarity 0.7226 NPC471979
Intermediate Similarity 0.7224 NPC277350
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 0.7206 NPC469743
Intermediate Similarity 0.7196 NPC478006
Intermediate Similarity 0.7194 NPC132642
Intermediate Similarity 0.7189 NPC472098
Intermediate Similarity 0.7183 NPC184408
Intermediate Similarity 0.7176 NPC82472
Intermediate Similarity 0.7172 NPC475112
Intermediate Similarity 0.7172 NPC475085
Intermediate Similarity 0.7172 NPC291535
Intermediate Similarity 0.7171 NPC74969
Intermediate Similarity 0.717 NPC477393
Intermediate Similarity 0.7166 NPC39679
Intermediate Similarity 0.7165 NPC60621
Intermediate Similarity 0.716 NPC329747
Intermediate Similarity 0.7154 NPC208084
Intermediate Similarity 0.7153 NPC45048
Intermediate Similarity 0.7149 NPC72211
Intermediate Similarity 0.7148 NPC303374
Intermediate Similarity 0.7143 NPC14288
Intermediate Similarity 0.7143 NPC474701
Intermediate Similarity 0.7137 NPC144452
Intermediate Similarity 0.7137 NPC469589
Intermediate Similarity 0.7131 NPC267423
Intermediate Similarity 0.7126 NPC472099
Intermediate Similarity 0.7126 NPC249583
Intermediate Similarity 0.7122 NPC472589
Intermediate Similarity 0.7121 NPC24370
Intermediate Similarity 0.7121 NPC202503
Intermediate Similarity 0.7121 NPC319232
Intermediate Similarity 0.712 NPC48353
Intermediate Similarity 0.7117 NPC279589
Intermediate Similarity 0.7117 NPC471978
Intermediate Similarity 0.7116 NPC477396
Intermediate Similarity 0.7111 NPC314882
Intermediate Similarity 0.7111 NPC472588
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 0.7102 NPC162730
Intermediate Similarity 0.7094 NPC477395
Intermediate Similarity 0.7094 NPC469452
Intermediate Similarity 0.7093 NPC124920
Intermediate Similarity 0.7093 NPC34580
Intermediate Similarity 0.7093 NPC118559
Intermediate Similarity 0.7093 NPC304307
Intermediate Similarity 0.7092 NPC478074
Intermediate Similarity 0.7092 NPC39500
Intermediate Similarity 0.7091 NPC132385
Intermediate Similarity 0.7085 NPC300156
Intermediate Similarity 0.7083 NPC469450
Intermediate Similarity 0.7082 NPC115588
Intermediate Similarity 0.708 NPC23294
Intermediate Similarity 0.7078 NPC306376
Intermediate Similarity 0.7071 NPC478012
Intermediate Similarity 0.7071 NPC478011
Intermediate Similarity 0.707 NPC280272
Intermediate Similarity 0.7068 NPC201697
Intermediate Similarity 0.7066 NPC471762
Intermediate Similarity 0.7066 NPC100547
Intermediate Similarity 0.7066 NPC70259
Intermediate Similarity 0.7061 NPC325976
Intermediate Similarity 0.7059 NPC13603
Intermediate Similarity 0.7056 NPC193777
Intermediate Similarity 0.7055 NPC207620
Intermediate Similarity 0.7054 NPC79107
Intermediate Similarity 0.7054 NPC475424
Intermediate Similarity 0.7052 NPC94157
Intermediate Similarity 0.7052 NPC264176
Intermediate Similarity 0.705 NPC321592
Intermediate Similarity 0.705 NPC54803
Intermediate Similarity 0.7046 NPC314176
Intermediate Similarity 0.7045 NPC301501
Intermediate Similarity 0.7045 NPC473565
Intermediate Similarity 0.7044 NPC473833
Intermediate Similarity 0.7043 NPC51388
Intermediate Similarity 0.7041 NPC329932
Intermediate Similarity 0.704 NPC303951
Intermediate Similarity 0.7038 NPC223409
Intermediate Similarity 0.7037 NPC473800
Intermediate Similarity 0.7034 NPC154922
Intermediate Similarity 0.7033 NPC474116
Intermediate Similarity 0.7031 NPC169716
Intermediate Similarity 0.703 NPC469451
Intermediate Similarity 0.7028 NPC470931
Intermediate Similarity 0.7027 NPC261251
Intermediate Similarity 0.7027 NPC478078
Intermediate Similarity 0.7025 NPC131017
Intermediate Similarity 0.7025 NPC43787
Intermediate Similarity 0.7025 NPC205934
Intermediate Similarity 0.7023 NPC284888
Intermediate Similarity 0.7022 NPC85879
Intermediate Similarity 0.7022 NPC53255

Drug Structure

External Identifiers

TTD   DAP000785
DrugBank   DB00570
ChEMBL   CHEMBL159
IUPHAR/BPS  
PharmaGKB   PA451877
KEGG Drug  
PubChem CID  
ChEBI  
CAS Number  865-21-4

Drug Properties

Molecular Weight  810.42
ALogP  -1.9554
MLogP  5.09
XLogP  4.011
HDA  12
HBD  3
Rotatable Bonds  19
TPSA  154.1
RO5 Violation  1