NPASS drugs

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.

Range	Similarity Score Range
0-0.1	372
0.1-0.2	1719
0.2-0.3	6543
0.3-0.4	7335
0.4-0.5	11240
0.5-0.6	2426
0.6-0.7	1078
0.7-0.8	170
0.8-0.85	4
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	0.9592	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

NPD8429 OpenBabel08211713022D 59 67 0 0 1 0 0 0 0 0999 V2000 -1.0206 1.2651 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0803 -2.0804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6844 -0.4934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3735 1.0627 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1153 3.5641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1813 4.1198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1934 0.7562 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7008 0.5321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2078 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0588 -2.7430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1113 -2.4234 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1894 -3.3450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8094 -2.0823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0857 -1.4429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1404 -3.0360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3458 -0.0797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5538 -2.6759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9336 -0.8887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8587 1.5563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5835 0.5024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5226 1.6945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6137 2.0806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1884 0.1117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1782 1.0975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1952 -0.4670 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7293 -1.4924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6757 0.7546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5996 1.9131 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6125 -1.1019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2093 -0.2995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2092 0.3215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8232 1.2794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6649 -0.7822 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7623 0.9175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2701 1.8755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6306 0.5161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6052 -1.3887 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4030 -0.2316 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9990 -1.5701 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2588 2.3895 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6111 0.0517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3484 -2.0579 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.6052 -0.3887 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7981 1.5019 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.0233 -0.7574 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6762 0.2177 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5001 0.5757 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0107 0.1117 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -0.3458 -1.6977 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 4.6169 -1.9531 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2578 2.4343 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2043 0.9652 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9531 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5649 2.8311 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7205 3.2323 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6056 -0.0529 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8866 -2.0308 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1262 0.8146 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 26 1 0 0 0 0 4 47 1 0 0 0 0 5 54 1 0 0 0 0 6 55 1 0 0 0 0 7 56 1 0 0 0 0 8 27 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 15 2 0 0 0 0 12 17 1 0 0 0 0 13 29 2 0 0 0 0 14 33 2 0 0 0 0 15 42 1 0 0 0 0 16 18 1 0 0 0 0 17 49 1 0 0 0 0 18 49 1 0 0 0 0 19 27 2 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 28 1 0 0 0 0 22 44 1 0 0 0 0 23 27 1 0 0 0 0 23 48 1 0 0 0 0 24 28 1 0 0 0 0 24 48 1 0 0 0 0 25 30 1 0 0 0 0 25 48 1 0 0 0 0 26 50 2 0 0 0 0 26 57 1 0 0 0 0 28 19 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 43 1 0 0 0 0 32 35 2 0 0 0 0 32 44 1 0 0 0 0 33 46 1 0 0 0 0 34 47 1 0 0 0 0 35 54 1 0 0 0 0 36 44 1 0 0 0 0 36 46 1 0 0 0 0 37 42 1 6 0 0 0 37 43 1 0 0 0 0 37 49 1 0 0 0 0 38 43 1 1 0 0 0 38 45 1 0 0 0 0 38 47 1 0 0 0 0 39 42 1 6 0 0 0 39 45 1 0 0 0 0 39 57 1 0 0 0 0 40 51 2 0 0 0 0 40 55 1 0 0 0 0 41 52 2 0 0 0 0 41 56 1 0 0 0 0 42 9 1 1 0 0 0 43 16 1 6 0 0 0 44 40 1 1 0 0 0 45 41 1 6 0 0 0 45 53 1 0 0 0 0 46 58 1 0 0 0 0 53 59 1 0 0 0 0 M END $$$$

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