NPASS drugs

Drug Information

Drug ID:	NPD8363
Drug Name:	Vindesine Sulfate
Molecular Formula:	C43H55N5O7.H2O4S
Canonical SMILES:	OS(=O)(=O)O.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(=N)O)O)(CC)C=CC1
Standard InCHI:	InChI=1S/C43H55N5O7.H2O4S/c1-6-39(52)21-25-22-42(38(51)55-5,33-27(13-17-47(23-25)24-39)26-11-8-9-12-30(26)45-33)29-19-28-31(20-32(29)54-4)46(3)35-41(28)15-18-48-16-10-14-40(7-2,34(41)48)36(49)43(35,53)37(44)50;1-5(2,3)4/h8-12,14,19-20,25,34-36,45,49,52-53H,6-7,13,15-18,21-24H2,1-5H3,(H2,44,50);(H2,1,2,3,4)/t25-,34+,35-,36-,39+,40-,41-,42+,43+;/m1./s1
Standard InCHIKey:	COFJBSXICYYSKG-FJFFLIEUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8363

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.

Range	Similarity Score Range
0-0.1	352
0.1-0.2	1641
0.2-0.3	6507
0.3-0.4	7275
0.4-0.5	11335
0.5-0.6	2312
0.6-0.7	1239
0.7-0.8	217
0.8-0.85	9
0.85-0.9	0
0.9-0.95	1
0.95-1	2

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	0.9587	NPC237901
High Similarity	0.9587	NPC195788
High Similarity	0.9431	NPC260909
Intermediate Similarity	0.8367	NPC475666
Intermediate Similarity	0.8327	NPC81939
Intermediate Similarity	0.8313	NPC329982
Intermediate Similarity	0.8295	NPC471303
Intermediate Similarity	0.8207	NPC478080
Intermediate Similarity	0.8097	NPC473540
Intermediate Similarity	0.8072	NPC469734
Intermediate Similarity	0.8033	NPC473105
Intermediate Similarity	0.8017	NPC473041
Intermediate Similarity	0.7992	NPC475720
Intermediate Similarity	0.7992	NPC474192
Intermediate Similarity	0.7968	NPC17437
Intermediate Similarity	0.7913	NPC189079
Intermediate Similarity	0.7912	NPC477066
Intermediate Similarity	0.788	NPC478081
Intermediate Similarity	0.7874	NPC133609
Intermediate Similarity	0.7866	NPC96321
Intermediate Similarity	0.7809	NPC477067
Intermediate Similarity	0.7809	NPC478082
Intermediate Similarity	0.78	NPC475816
Intermediate Similarity	0.7782	NPC330009
Intermediate Similarity	0.7761	NPC284685
Intermediate Similarity	0.776	NPC470784
Intermediate Similarity	0.7752	NPC478083
Intermediate Similarity	0.7733	NPC475253
Intermediate Similarity	0.7718	NPC469594
Intermediate Similarity	0.7699	NPC469592
Intermediate Similarity	0.7699	NPC471080
Intermediate Similarity	0.7695	NPC477532
Intermediate Similarity	0.7689	NPC470785
Intermediate Similarity	0.7683	NPC473185
Intermediate Similarity	0.7681	NPC100734
Intermediate Similarity	0.7681	NPC88923
Intermediate Similarity	0.7681	NPC315634
Intermediate Similarity	0.768	NPC473187
Intermediate Similarity	0.7654	NPC477533
Intermediate Similarity	0.7649	NPC473183
Intermediate Similarity	0.7649	NPC184680
Intermediate Similarity	0.7645	NPC303658
Intermediate Similarity	0.7635	NPC469928
Intermediate Similarity	0.7635	NPC152768
Intermediate Similarity	0.7635	NPC148183
Intermediate Similarity	0.7628	NPC475844
Intermediate Similarity	0.7602	NPC21638
Intermediate Similarity	0.759	NPC477531
Intermediate Similarity	0.7581	NPC311906
Intermediate Similarity	0.7581	NPC252251
Intermediate Similarity	0.757	NPC473184
Intermediate Similarity	0.755	NPC209174
Intermediate Similarity	0.7549	NPC131486
Intermediate Similarity	0.7541	NPC473179
Intermediate Similarity	0.7538	NPC244543
Intermediate Similarity	0.7529	NPC191489
Intermediate Similarity	0.7529	NPC469722
Intermediate Similarity	0.7529	NPC473188
Intermediate Similarity	0.751	NPC127996
Intermediate Similarity	0.751	NPC174760
Intermediate Similarity	0.751	NPC194740
Intermediate Similarity	0.751	NPC132642
Intermediate Similarity	0.75	NPC234999
Intermediate Similarity	0.75	NPC39370
Intermediate Similarity	0.75	NPC471304
Intermediate Similarity	0.749	NPC475910
Intermediate Similarity	0.749	NPC183407
Intermediate Similarity	0.7479	NPC476106
Intermediate Similarity	0.7469	NPC87413
Intermediate Similarity	0.7462	NPC89549
Intermediate Similarity	0.7459	NPC169402
Intermediate Similarity	0.7449	NPC162748
Intermediate Similarity	0.744	NPC274640
Intermediate Similarity	0.7431	NPC277351
Intermediate Similarity	0.7421	NPC473186
Intermediate Similarity	0.7391	NPC473182
Intermediate Similarity	0.739	NPC179287
Intermediate Similarity	0.7388	NPC305984
Intermediate Similarity	0.7386	NPC469589
Intermediate Similarity	0.7381	NPC474688
Intermediate Similarity	0.7377	NPC116238
Intermediate Similarity	0.7375	NPC4687
Intermediate Similarity	0.7368	NPC150239
Intermediate Similarity	0.7366	NPC475778
Intermediate Similarity	0.7361	NPC478010
Intermediate Similarity	0.7361	NPC478009
Intermediate Similarity	0.736	NPC202503
Intermediate Similarity	0.7358	NPC184408
Intermediate Similarity	0.7344	NPC474183
Intermediate Similarity	0.7342	NPC329747
Intermediate Similarity	0.7339	NPC198503
Intermediate Similarity	0.7328	NPC208084
Intermediate Similarity	0.7323	NPC315467
Intermediate Similarity	0.7322	NPC162484
Intermediate Similarity	0.7309	NPC144452
Intermediate Similarity	0.7305	NPC6786
Intermediate Similarity	0.7295	NPC94157
Intermediate Similarity	0.7288	NPC70956
Intermediate Similarity	0.7288	NPC243834
Intermediate Similarity	0.7287	NPC247803
Intermediate Similarity	0.7287	NPC46561
Intermediate Similarity	0.728	NPC475085
Intermediate Similarity	0.728	NPC475112
Intermediate Similarity	0.728	NPC291535
Intermediate Similarity	0.7276	NPC82472
Intermediate Similarity	0.7276	NPC151171
Intermediate Similarity	0.7276	NPC74969
Intermediate Similarity	0.7276	NPC3207
Intermediate Similarity	0.7273	NPC322135
Intermediate Similarity	0.7273	NPC95240
Intermediate Similarity	0.7273	NPC39679
Intermediate Similarity	0.7269	NPC280799
Intermediate Similarity	0.7269	NPC60621
Intermediate Similarity	0.7265	NPC478074
Intermediate Similarity	0.7265	NPC39500
Intermediate Similarity	0.7262	NPC261251
Intermediate Similarity	0.7258	NPC288110
Intermediate Similarity	0.7257	NPC72211
Intermediate Similarity	0.7245	NPC303374
Intermediate Similarity	0.7244	NPC474701
Intermediate Similarity	0.7238	NPC267423
Intermediate Similarity	0.7233	NPC33949
Intermediate Similarity	0.7233	NPC100547
Intermediate Similarity	0.7233	NPC471762
Intermediate Similarity	0.7231	NPC193777
Intermediate Similarity	0.7231	NPC249583
Intermediate Similarity	0.7228	NPC478006
Intermediate Similarity	0.7224	NPC48353
Intermediate Similarity	0.7224	NPC308137
Intermediate Similarity	0.7224	NPC472098
Intermediate Similarity	0.7224	NPC310211
Intermediate Similarity	0.7222	NPC24370
Intermediate Similarity	0.7222	NPC214142
Intermediate Similarity	0.7222	NPC319232
Intermediate Similarity	0.7216	NPC54803
Intermediate Similarity	0.7216	NPC321592
Intermediate Similarity	0.7211	NPC51388
Intermediate Similarity	0.7205	NPC223409
Intermediate Similarity	0.7203	NPC131017
Intermediate Similarity	0.7197	NPC214428
Intermediate Similarity	0.7194	NPC118559
Intermediate Similarity	0.7194	NPC304307
Intermediate Similarity	0.7194	NPC124920
Intermediate Similarity	0.7194	NPC34580
Intermediate Similarity	0.7194	NPC470126
Intermediate Similarity	0.7192	NPC469452
Intermediate Similarity	0.719	NPC300156
Intermediate Similarity	0.719	NPC277350
Intermediate Similarity	0.7185	NPC306376
Intermediate Similarity	0.7185	NPC132385
Intermediate Similarity	0.7183	NPC115588
Intermediate Similarity	0.7181	NPC477861
Intermediate Similarity	0.7176	NPC14288
Intermediate Similarity	0.7173	NPC70259
Intermediate Similarity	0.7172	NPC209769
Intermediate Similarity	0.7172	NPC201697
Intermediate Similarity	0.7171	NPC280272
Intermediate Similarity	0.7171	NPC15801
Intermediate Similarity	0.7166	NPC118228
Intermediate Similarity	0.716	NPC472099
Intermediate Similarity	0.716	NPC325976
Intermediate Similarity	0.716	NPC128115
Intermediate Similarity	0.7149	NPC470930
Intermediate Similarity	0.7143	NPC475422
Intermediate Similarity	0.7143	NPC314882
Intermediate Similarity	0.7143	NPC301501
Intermediate Similarity	0.7137	NPC170114
Intermediate Similarity	0.7137	NPC329932
Intermediate Similarity	0.7132	NPC227824
Intermediate Similarity	0.7131	NPC43787
Intermediate Similarity	0.7131	NPC205934
Intermediate Similarity	0.7131	NPC470931
Intermediate Similarity	0.7126	NPC478078
Intermediate Similarity	0.7126	NPC473458
Intermediate Similarity	0.7126	NPC110151
Intermediate Similarity	0.7122	NPC45048
Intermediate Similarity	0.7121	NPC323198
Intermediate Similarity	0.7121	NPC284888
Intermediate Similarity	0.7121	NPC323752
Intermediate Similarity	0.712	NPC222046
Intermediate Similarity	0.7115	NPC469450
Intermediate Similarity	0.7102	NPC469743
Intermediate Similarity	0.7101	NPC478012
Intermediate Similarity	0.7101	NPC478011
Intermediate Similarity	0.7098	NPC66777
Intermediate Similarity	0.7097	NPC470549
Intermediate Similarity	0.7095	NPC476044
Intermediate Similarity	0.7092	NPC225279
Intermediate Similarity	0.709	NPC472589
Intermediate Similarity	0.7086	NPC279589
Intermediate Similarity	0.7085	NPC264176
Intermediate Similarity	0.7083	NPC128823
Intermediate Similarity	0.7079	NPC472588
Intermediate Similarity	0.7078	NPC285558
Intermediate Similarity	0.7077	NPC41679
Intermediate Similarity	0.7076	NPC314176
Intermediate Similarity	0.7073	NPC199667
Intermediate Similarity	0.707	NPC326363
Intermediate Similarity	0.7068	NPC473800
Intermediate Similarity	0.7068	NPC67401

Drug Structure

NPD8363 OpenBabel08211713012D 68 75 0 0 1 0 0 0 0 0999 V2000 -2.4343 1.9805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7488 -2.6133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0421 0.5298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7839 3.0312 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8101 3.5258 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9016 1.0964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8764 -3.1020 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3325 3.8464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5460 4.4640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8580 -3.8779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1909 2.8565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6179 4.0917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6599 0.8744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8090 -3.5689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3227 -0.6126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1148 -3.2088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7966 -0.1162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2651 -1.4216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0851 -0.0305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1912 1.1617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6029 -0.0848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9192 -0.0086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3127 -1.2696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1090 -0.1411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3865 -0.8927 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.2628 2.4842 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9184 1.5454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8778 -0.2114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1546 0.7465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4763 3.1018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4309 0.3847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3985 1.3426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9191 1.5828 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2738 -1.9216 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0716 -0.7645 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6675 -2.1030 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2797 -0.4812 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6889 1.7980 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3696 0.2497 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0169 -2.5907 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2738 -0.9216 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1295 0.9691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6919 -1.2902 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.8729 0.4323 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6458 2.5447 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1687 0.0429 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2645 -0.9630 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.3227 -2.2306 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 3.5551 -2.5636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2742 -0.5857 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6865 1.7280 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9023 1.1338 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7944 -0.4794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1037 2.2982 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2507 2.6969 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9178 -0.9589 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9589 -1.9178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9178 -2.8767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8767 -1.9178 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9178 -1.9178 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.4607 1.2413 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7070 2.8891 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3979 -2.0253 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.8620 0.2233 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.4343 1.9805 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8355 -0.4794 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7482 -0.4794 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4794 -1.0874 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 46 1 0 0 0 0 4 54 1 0 0 0 0 5 55 1 0 0 0 0 8 9 2 0 0 0 0 8 11 1 0 0 0 0 9 12 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 26 2 0 0 0 0 12 30 2 0 0 0 0 13 17 1 0 0 0 0 13 27 1 0 0 0 0 14 40 1 0 0 0 0 15 18 1 0 0 0 0 16 48 1 0 0 0 0 17 47 1 0 0 0 0 18 48 1 0 0 0 0 19 28 2 0 0 0 0 19 29 1 0 0 0 0 20 31 2 0 0 0 0 20 32 1 0 0 0 0 21 39 1 0 0 0 0 22 25 1 0 0 0 0 22 42 1 0 0 0 0 23 25 1 0 0 0 0 23 47 1 0 0 0 0 24 39 1 0 0 0 0 24 47 1 0 0 0 0 25 21 1 1 0 0 0 26 27 1 0 0 0 0 26 30 1 0 0 0 0 27 33 2 0 0 0 0 28 31 1 0 0 0 0 28 41 1 0 0 0 0 29 32 2 0 0 0 0 29 42 1 0 0 0 0 30 45 1 0 0 0 0 31 46 1 0 0 0 0 32 54 1 0 0 0 0 33 42 1 0 0 0 0 33 45 1 0 0 0 0 34 40 1 6 0 0 0 34 41 1 0 0 0 0 34 48 1 0 0 0 0 35 41 1 1 0 0 0 35 43 1 0 0 0 0 35 46 1 0 0 0 0 36 40 1 6 0 0 0 36 43 1 0 0 0 0 36 49 1 0 0 0 0 37 44 2 0 0 0 0 37 50 1 0 0 0 0 38 51 2 0 0 0 0 38 55 1 0 0 0 0 39 6 1 6 0 0 0 39 52 1 0 0 0 0 40 7 1 1 0 0 0 41 15 1 6 0 0 0 42 38 1 6 0 0 0 43 37 1 1 0 0 0 43 53 1 0 0 0 0 44 61 1 0 0 0 0 45 62 1 0 0 0 0 49 63 1 0 0 0 0 50 64 1 0 0 0 0 52 65 1 0 0 0 0 53 66 1 0 0 0 0 56 60 1 0 0 0 0 56 67 1 0 0 0 0 57 60 1 0 0 0 0 57 68 1 0 0 0 0 58 60 2 0 0 0 0 59 60 2 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	753.41
ALogP	-2.4273
MLogP	4.87
XLogP	4.214
HDA	11
HBD	6
Rotatable Bonds	16
TPSA	165.81
RO5 Violation	2