NPASS drugs

Drug Information

Drug ID:	NPD8466
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-/m0/s1
Standard InCHIKey:	JXLYSJRDGCGARV-CFWMRBGOSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8466

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	371
0.1-0.2	1699
0.2-0.3	6410
0.3-0.4	7439
0.4-0.5	11164
0.5-0.6	2448
0.6-0.7	1152
0.7-0.8	199
0.8-0.85	5
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	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

NPD8466 OpenBabel08211713022D 62 70 0 0 1 0 0 0 0 0999 V2000 -2.5033 1.7783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6799 -2.8155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2840 -1.2285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9731 0.3276 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7149 2.8290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8790 3.3236 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7930 0.0210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9705 0.8942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8074 -3.3042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4015 3.6442 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6150 4.2618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7890 -4.0801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2598 2.6542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6869 3.8895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7288 0.6721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7401 -3.7711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2538 -0.8148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0459 -3.4110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8655 -0.3185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3340 -1.6238 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0161 -0.2327 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1222 0.9594 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6719 -0.2870 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9881 -0.2108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3817 -1.4718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1780 -0.3434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3289 -2.2275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4554 -1.0949 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3317 2.2820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9873 1.3431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8089 -0.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2236 0.5443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5452 2.8996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3619 0.1824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3295 1.1404 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9880 1.3805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2048 -2.1238 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0026 -0.9667 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5986 -2.3052 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7579 1.5957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2107 -0.6835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4385 0.0474 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9480 -2.7930 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.2048 -1.1238 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1985 0.7668 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6229 -1.4925 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7148 2.3425 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0997 -0.1594 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3335 -1.1652 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 0.2538 -2.4329 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 5.2165 -2.6882 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7554 1.5258 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8040 0.2301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9712 0.9316 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9559 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0347 2.0959 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3197 2.4946 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2052 -0.7880 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4862 -2.7659 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7760 2.6868 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5033 1.7783 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 9 1 0 0 0 0 3 27 1 0 0 0 0 4 48 1 0 0 0 0 5 56 1 0 0 0 0 6 57 1 0 0 0 0 7 58 1 0 0 0 0 10 11 2 0 0 0 0 10 13 1 0 0 0 0 11 14 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 29 2 0 0 0 0 14 33 2 0 0 0 0 15 19 1 0 0 0 0 15 30 1 0 0 0 0 16 43 1 0 0 0 0 17 20 1 0 0 0 0 18 50 1 0 0 0 0 19 49 1 0 0 0 0 20 50 1 0 0 0 0 21 31 2 0 0 0 0 21 32 1 0 0 0 0 22 34 2 0 0 0 0 22 35 1 0 0 0 0 23 42 1 0 0 0 0 24 28 1 0 0 0 0 24 45 1 0 0 0 0 25 28 1 0 0 0 0 25 49 1 0 0 0 0 26 42 1 0 0 0 0 26 49 1 0 0 0 0 27 51 2 0 0 0 0 27 59 1 0 0 0 0 28 23 1 6 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 48 1 0 0 0 0 35 56 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 50 1 0 0 0 0 38 44 1 1 0 0 0 38 46 1 0 0 0 0 38 48 1 0 0 0 0 39 43 1 6 0 0 0 39 46 1 0 0 0 0 39 59 1 0 0 0 0 40 52 2 0 0 0 0 40 57 1 0 0 0 0 41 46 1 0 0 0 0 41 53 2 0 0 0 0 41 58 1 0 0 0 0 42 8 1 6 0 0 0 42 54 1 0 0 0 0 43 9 1 1 0 0 0 44 17 1 6 0 0 0 45 40 1 6 0 0 0 46 55 1 6 0 0 0 47 60 1 0 0 0 0 54 61 1 0 0 0 0 55 62 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000785
DrugBank
ChEMBL
IUPHAR/BPS	6851
PharmaGKB
KEGG Drug
PubChem CID	13342
ChEBI
CAS Number

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