NPASS drugs

Drug Information

Drug ID:	NPD8459
Drug Name:	Vincristine Sulfate
Molecular Formula:	C46H56N4O10.H2O4S
Canonical SMILES:	OS(=O)(=O)O.O=CN1c2cc(OC)c(cc2[C@]23[C@@H]1[C@@](O)(C(=O)OC)[C@H](OC(=O)C)[C@]1([C@@H]3N(CC2)CC=C1)CC)[C@]1(C[C@@H]2CN(CCc3c1[nH]c1c3cccc1)C[C@](C2)(O)CC)C(=O)OC
Standard InCHI:	InChI=1S/C46H56N4O10.H2O4S/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6;1-5(2,3)4/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3;(H2,1,2,3,4)/t28-,37+,38-,39-,42+,43-,44-,45+,46+;/m1./s1
Standard InCHIKey:	AQTQHPDCURKLKT-JKDPCDLQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8459

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	370
0.1-0.2	1783
0.2-0.3	6768
0.3-0.4	7274
0.4-0.5	11054
0.5-0.6	2342
0.6-0.7	1123
0.7-0.8	167
0.8-0.85	6
0.85-0.9	0
0.9-0.95	0
0.95-1	3

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	NPC260909
High Similarity	0.9836	NPC237901
High Similarity	0.9836	NPC195788
Intermediate Similarity	0.8258	NPC471303
Intermediate Similarity	0.8054	NPC133609
Intermediate Similarity	0.8039	NPC475666
Intermediate Similarity	0.8023	NPC189079
Intermediate Similarity	0.8016	NPC470785
Intermediate Similarity	0.8	NPC81939
Intermediate Similarity	0.7992	NPC329982
Intermediate Similarity	0.7976	NPC184680
Intermediate Similarity	0.7962	NPC478080
Intermediate Similarity	0.7945	NPC470784
Intermediate Similarity	0.7871	NPC284685
Intermediate Similarity	0.7829	NPC469734
Intermediate Similarity	0.779	NPC88923
Intermediate Similarity	0.779	NPC100734
Intermediate Similarity	0.779	NPC315634
Intermediate Similarity	0.7782	NPC473540
Intermediate Similarity	0.7705	NPC127996
Intermediate Similarity	0.7704	NPC475816
Intermediate Similarity	0.7692	NPC473041
Intermediate Similarity	0.7663	NPC17437
Intermediate Similarity	0.7647	NPC473105
Intermediate Similarity	0.764	NPC191489
Intermediate Similarity	0.7621	NPC303658
Intermediate Similarity	0.7608	NPC475720
Intermediate Similarity	0.7608	NPC474192
Intermediate Similarity	0.7606	NPC477066
Intermediate Similarity	0.7597	NPC131486
Intermediate Similarity	0.7588	NPC473187
Intermediate Similarity	0.7585	NPC244543
Intermediate Similarity	0.7577	NPC478081
Intermediate Similarity	0.7559	NPC311906
Intermediate Similarity	0.755	NPC96321
Intermediate Similarity	0.7529	NPC474183
Intermediate Similarity	0.751	NPC477067
Intermediate Similarity	0.751	NPC478082
Intermediate Similarity	0.7509	NPC89549
Intermediate Similarity	0.749	NPC194740
Intermediate Similarity	0.749	NPC128115
Intermediate Similarity	0.7471	NPC475844
Intermediate Similarity	0.747	NPC330009
Intermediate Similarity	0.7463	NPC478083
Intermediate Similarity	0.746	NPC477532
Intermediate Similarity	0.745	NPC288110
Intermediate Similarity	0.7444	NPC473188
Intermediate Similarity	0.7432	NPC475253
Intermediate Similarity	0.7421	NPC174760
Intermediate Similarity	0.7421	NPC477533
Intermediate Similarity	0.7409	NPC478010
Intermediate Similarity	0.7409	NPC478009
Intermediate Similarity	0.74	NPC152768
Intermediate Similarity	0.74	NPC148183
Intermediate Similarity	0.7391	NPC198503
Intermediate Similarity	0.7383	NPC473458
Intermediate Similarity	0.7376	NPC469722
Intermediate Similarity	0.7373	NPC21638
Intermediate Similarity	0.7372	NPC315467
Intermediate Similarity	0.7371	NPC169402
Intermediate Similarity	0.7371	NPC305984
Intermediate Similarity	0.7364	NPC477531
Intermediate Similarity	0.7356	NPC473183
Intermediate Similarity	0.7356	NPC6786
Intermediate Similarity	0.7354	NPC252251
Intermediate Similarity	0.7352	NPC150239
Intermediate Similarity	0.7341	NPC469594
Intermediate Similarity	0.7331	NPC469928
Intermediate Similarity	0.7326	NPC209174
Intermediate Similarity	0.732	NPC469592
Intermediate Similarity	0.732	NPC471080
Intermediate Similarity	0.7317	NPC277350
Intermediate Similarity	0.7315	NPC473185
Intermediate Similarity	0.7313	NPC14812
Intermediate Similarity	0.7312	NPC222046
Intermediate Similarity	0.7308	NPC323198
Intermediate Similarity	0.7308	NPC323752
Intermediate Similarity	0.7291	NPC116238
Intermediate Similarity	0.728	NPC277351
Intermediate Similarity	0.728	NPC475778
Intermediate Similarity	0.728	NPC39370
Intermediate Similarity	0.728	NPC473184
Intermediate Similarity	0.7279	NPC478006
Intermediate Similarity	0.7273	NPC46561
Intermediate Similarity	0.7273	NPC247803
Intermediate Similarity	0.7269	NPC234999
Intermediate Similarity	0.7262	NPC82472
Intermediate Similarity	0.7248	NPC471513
Intermediate Similarity	0.724	NPC87413
Intermediate Similarity	0.7232	NPC303374
Intermediate Similarity	0.7231	NPC14288
Intermediate Similarity	0.7211	NPC310211
Intermediate Similarity	0.7211	NPC308137
Intermediate Similarity	0.7209	NPC24370
Intermediate Similarity	0.7209	NPC319232
Intermediate Similarity	0.7203	NPC473186
Intermediate Similarity	0.72	NPC471304
Intermediate Similarity	0.7196	NPC314882
Intermediate Similarity	0.7194	NPC183407
Intermediate Similarity	0.7194	NPC3207
Intermediate Similarity	0.7192	NPC322135
Intermediate Similarity	0.7192	NPC95240
Intermediate Similarity	0.7191	NPC477393
Intermediate Similarity	0.7184	NPC471979
Intermediate Similarity	0.7181	NPC118559
Intermediate Similarity	0.7181	NPC304307
Intermediate Similarity	0.7181	NPC124920
Intermediate Similarity	0.7181	NPC34580
Intermediate Similarity	0.7177	NPC476106
Intermediate Similarity	0.7176	NPC473179
Intermediate Similarity	0.7171	NPC179287
Intermediate Similarity	0.7165	NPC474688
Intermediate Similarity	0.716	NPC162748
Intermediate Similarity	0.7154	NPC274640
Intermediate Similarity	0.7154	NPC100547
Intermediate Similarity	0.7154	NPC471762
Intermediate Similarity	0.7153	NPC478011
Intermediate Similarity	0.7153	NPC478012
Intermediate Similarity	0.7149	NPC4687
Intermediate Similarity	0.7148	NPC325976
Intermediate Similarity	0.7138	NPC477396
Intermediate Similarity	0.7137	NPC321592
Intermediate Similarity	0.7137	NPC54803
Intermediate Similarity	0.7133	NPC207620
Intermediate Similarity	0.7128	NPC314176
Intermediate Similarity	0.7126	NPC223409
Intermediate Similarity	0.7121	NPC280799
Intermediate Similarity	0.712	NPC475910
Intermediate Similarity	0.7116	NPC477395
Intermediate Similarity	0.7115	NPC261251
Intermediate Similarity	0.7114	NPC214428
Intermediate Similarity	0.7113	NPC45048
Intermediate Similarity	0.711	NPC284888
Intermediate Similarity	0.711	NPC473182
Intermediate Similarity	0.7109	NPC208084
Intermediate Similarity	0.7109	NPC169716
Intermediate Similarity	0.7097	NPC162484
Intermediate Similarity	0.7092	NPC469743
Intermediate Similarity	0.7082	NPC132642
Intermediate Similarity	0.708	NPC249583
Intermediate Similarity	0.7077	NPC214142
Intermediate Similarity	0.7077	NPC279589
Intermediate Similarity	0.7076	NPC471978
Intermediate Similarity	0.7075	NPC472098
Intermediate Similarity	0.707	NPC184408
Intermediate Similarity	0.7061	NPC326363
Intermediate Similarity	0.7059	NPC74969
Intermediate Similarity	0.7059	NPC181081
Intermediate Similarity	0.7056	NPC291535
Intermediate Similarity	0.7056	NPC475085
Intermediate Similarity	0.7056	NPC475112
Intermediate Similarity	0.7054	NPC60621
Intermediate Similarity	0.7052	NPC39679
Intermediate Similarity	0.7047	NPC74562
Intermediate Similarity	0.7047	NPC151781
Intermediate Similarity	0.7047	NPC316181
Intermediate Similarity	0.7045	NPC329747
Intermediate Similarity	0.7036	NPC23294
Intermediate Similarity	0.7034	NPC474701
Intermediate Similarity	0.7033	NPC72211
Intermediate Similarity	0.7027	NPC144452
Intermediate Similarity	0.7025	NPC314056
Intermediate Similarity	0.7024	NPC469589
Intermediate Similarity	0.7023	NPC66777
Intermediate Similarity	0.7019	NPC33064
Intermediate Similarity	0.7019	NPC245055
Intermediate Similarity	0.7018	NPC472589
Intermediate Similarity	0.7018	NPC13603
Intermediate Similarity	0.7016	NPC267423
Intermediate Similarity	0.7016	NPC472099
Intermediate Similarity	0.7011	NPC202503
Intermediate Similarity	0.7008	NPC264176
Intermediate Similarity	0.7008	NPC48353
Intermediate Similarity	0.7007	NPC472588
Intermediate Similarity	0.7004	NPC151171
Intermediate Similarity	0.7004	NPC473833
Remote Similarity	0.6996	NPC67401
Remote Similarity	0.6996	NPC303951
Remote Similarity	0.6996	NPC477397
Remote Similarity	0.6992	NPC243834
Remote Similarity	0.6992	NPC272549
Remote Similarity	0.6992	NPC70956
Remote Similarity	0.6992	NPC291173
Remote Similarity	0.6989	NPC469452
Remote Similarity	0.6989	NPC132385
Remote Similarity	0.6988	NPC162730
Remote Similarity	0.6985	NPC157931
Remote Similarity	0.6982	NPC53255
Remote Similarity	0.6982	NPC85879
Remote Similarity	0.698	NPC478074
Remote Similarity	0.698	NPC39500
Remote Similarity	0.6978	NPC469450
Remote Similarity	0.6973	NPC115588
Remote Similarity	0.6972	NPC300156
Remote Similarity	0.6971	NPC153400
Remote Similarity	0.6964	NPC306376
Remote Similarity	0.6963	NPC188400
Remote Similarity	0.6962	NPC280272
Remote Similarity	0.6957	NPC201697
Remote Similarity	0.6953	NPC328928

Drug Structure

NPD8459 OpenBabel08211713022D 70 77 0 0 1 0 0 0 0 0999 V2000 -2.5943 2.0006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5889 -2.5932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1930 -1.0062 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6239 3.0513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9700 3.5459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7020 0.2434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0615 1.1165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7164 -3.0819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4925 3.8665 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7060 4.4841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6980 -3.8578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3508 2.8766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7779 4.1118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8198 0.8945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6491 -3.5488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1628 -0.5925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0451 -3.1887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9565 -0.0961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4250 -1.4015 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0749 -0.0104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0312 1.1817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7629 -0.0647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0791 0.0115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4727 -1.2495 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2690 -0.1210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8821 0.5499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2379 -2.0052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5464 -0.8726 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4227 2.5043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0783 1.5654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7178 -0.1913 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3146 0.7666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6362 3.1219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2709 0.4047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2385 1.3627 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0790 1.6028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1138 -1.9015 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9116 -0.7444 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5076 -2.0829 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8489 1.8181 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1197 -0.4611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5295 0.2698 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8570 -2.5707 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.1138 -0.9015 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2895 0.9891 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5319 -1.2702 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8058 2.5648 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4245 -0.9429 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.1628 -2.2105 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 2.0087 0.0629 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8971 1.5498 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1255 -2.4659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8464 1.7481 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7130 0.4524 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0622 1.1539 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7998 -0.4800 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0563 2.3183 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4107 2.7169 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1142 -0.5657 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3952 -2.5436 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9199 -0.9600 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9600 -1.9199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9199 -2.8799 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8799 -1.9199 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9199 -1.9199 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8670 2.9091 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5943 2.0006 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8398 -0.4800 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7512 -0.4800 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4800 -1.0886 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 27 1 0 0 0 0 4 57 1 0 0 0 0 5 58 1 0 0 0 0 6 59 1 0 0 0 0 9 10 2 0 0 0 0 9 12 1 0 0 0 0 10 13 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 29 2 0 0 0 0 13 33 2 0 0 0 0 14 18 1 0 0 0 0 14 30 1 0 0 0 0 15 43 1 0 0 0 0 16 19 1 0 0 0 0 17 49 1 0 0 0 0 18 48 1 0 0 0 0 19 49 1 0 0 0 0 20 31 2 0 0 0 0 20 32 1 0 0 0 0 21 34 2 0 0 0 0 21 35 1 0 0 0 0 22 42 1 0 0 0 0 23 28 1 0 0 0 0 23 45 1 0 0 0 0 24 28 1 0 0 0 0 24 48 1 0 0 0 0 25 42 1 0 0 0 0 25 48 1 0 0 0 0 26 50 1 0 0 0 0 26 51 2 0 0 0 0 27 52 2 0 0 0 0 27 60 1 0 0 0 0 28 22 1 1 0 0 0 29 30 1 0 0 0 0 29 33 1 0 0 0 0 30 36 2 0 0 0 0 31 34 1 0 0 0 0 31 44 1 0 0 0 0 32 35 2 0 0 0 0 32 45 1 0 0 0 0 33 47 1 0 0 0 0 34 50 1 0 0 0 0 35 57 1 0 0 0 0 36 45 1 0 0 0 0 36 47 1 0 0 0 0 37 43 1 6 0 0 0 37 44 1 0 0 0 0 37 49 1 0 0 0 0 38 44 1 1 0 0 0 38 46 1 0 0 0 0 38 50 1 0 0 0 0 39 43 1 6 0 0 0 39 46 1 0 0 0 0 39 60 1 0 0 0 0 40 53 2 0 0 0 0 40 58 1 0 0 0 0 41 54 2 0 0 0 0 41 59 1 0 0 0 0 42 7 1 6 0 0 0 42 55 1 0 0 0 0 43 8 1 1 0 0 0 44 16 1 6 0 0 0 45 40 1 6 0 0 0 46 41 1 1 0 0 0 46 56 1 0 0 0 0 47 66 1 0 0 0 0 55 67 1 0 0 0 0 56 68 1 0 0 0 0 61 65 1 0 0 0 0 61 69 1 0 0 0 0 62 65 1 0 0 0 0 62 70 1 0 0 0 0 63 65 2 0 0 0 0 64 65 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	824.40
ALogP	-2.7746
MLogP	4.98
XLogP	3.564
HDA	13
HBD	3
Rotatable Bonds	19
TPSA	171.17
RO5 Violation	2