NPASS drugs

Drug Information

Drug ID:	NPD8152
Drug Name:	Trabectedin
Molecular Formula:	C39H43N3O11S
Canonical SMILES:	COc1cc2c(cc1O)CCN[C@@]12CS[C@@H]2c3c(OC(=O)C)c(C)c4c(c3[C@H](COC1=O)N1[C@@H]2[C@@H]2N([C@H]([C@@H]1O)Cc1c2c(O)c(c(c1)C)OC)C)OCO4
Standard InCHI:	InChI=1S/C39H43N3O11S/c1-16-9-20-10-22-37(46)42-23-13-50-38(47)39(21-12-25(48-5)24(44)11-19(21)7-8-40-39)14-54-36(30(42)29(41(22)4)26(20)31(45)32(16)49-6)28-27(23)35-34(51-15-52-35)17(2)33(28)53-18(3)43/h9,11-12,22-23,29-30,36-37,40,44-46H,7-8,10,13-15H2,1-6H3/t22-,23-,29+,30+,36+,37-,39+/m0/s1
Standard InCHIKey:	PKVRCIRHQMSYJX-AIFWHQITSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8152

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	297
0.1-0.2	1539
0.2-0.3	4687
0.3-0.4	7946
0.4-0.5	5561
0.5-0.6	8295
0.6-0.7	2441
0.7-0.8	121
0.8-0.85	0
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	NPC131258
High Similarity	0.9732	NPC133864
High Similarity	0.9561	NPC473786
Intermediate Similarity	0.7689	NPC315914
Intermediate Similarity	0.7611	NPC473660
Intermediate Similarity	0.7568	NPC24260
Intermediate Similarity	0.7534	NPC256124
Intermediate Similarity	0.7523	NPC60295
Intermediate Similarity	0.7523	NPC191132
Intermediate Similarity	0.7522	NPC475654
Intermediate Similarity	0.7489	NPC46990
Intermediate Similarity	0.7477	NPC11296
Intermediate Similarity	0.7477	NPC48490
Intermediate Similarity	0.7477	NPC175890
Intermediate Similarity	0.7477	NPC274661
Intermediate Similarity	0.7477	NPC82457
Intermediate Similarity	0.7477	NPC281581
Intermediate Similarity	0.746	NPC319774
Intermediate Similarity	0.7458	NPC82056
Intermediate Similarity	0.7407	NPC211215
Intermediate Similarity	0.7387	NPC116465
Intermediate Similarity	0.7387	NPC212237
Intermediate Similarity	0.7381	NPC314743
Intermediate Similarity	0.7373	NPC38964
Intermediate Similarity	0.7364	NPC44040
Intermediate Similarity	0.7354	NPC186546
Intermediate Similarity	0.7354	NPC275680
Intermediate Similarity	0.7354	NPC476576
Intermediate Similarity	0.7354	NPC22115
Intermediate Similarity	0.7347	NPC316292
Intermediate Similarity	0.7321	NPC206900
Intermediate Similarity	0.7309	NPC139783
Intermediate Similarity	0.7309	NPC65312
Intermediate Similarity	0.7309	NPC57036
Intermediate Similarity	0.7303	NPC252156
Intermediate Similarity	0.7297	NPC274716
Intermediate Similarity	0.7297	NPC254441
Intermediate Similarity	0.7297	NPC167116
Intermediate Similarity	0.7288	NPC315253
Intermediate Similarity	0.7276	NPC185031
Intermediate Similarity	0.7265	NPC302245
Intermediate Similarity	0.7265	NPC16357
Intermediate Similarity	0.7265	NPC95426
Intermediate Similarity	0.7257	NPC473746
Intermediate Similarity	0.7257	NPC117717
Intermediate Similarity	0.7252	NPC285931
Intermediate Similarity	0.7252	NPC104196
Intermediate Similarity	0.7252	NPC239824
Intermediate Similarity	0.7252	NPC90998
Intermediate Similarity	0.7252	NPC290582
Intermediate Similarity	0.7252	NPC54654
Intermediate Similarity	0.7252	NPC299990
Intermediate Similarity	0.7252	NPC181796
Intermediate Similarity	0.7252	NPC229373
Intermediate Similarity	0.7252	NPC279228
Intermediate Similarity	0.7252	NPC15414
Intermediate Similarity	0.7252	NPC8836
Intermediate Similarity	0.7252	NPC185639
Intermediate Similarity	0.7252	NPC271013
Intermediate Similarity	0.7252	NPC311973
Intermediate Similarity	0.7252	NPC30779
Intermediate Similarity	0.7252	NPC258657
Intermediate Similarity	0.7252	NPC222661
Intermediate Similarity	0.7252	NPC49075
Intermediate Similarity	0.7252	NPC182052
Intermediate Similarity	0.7252	NPC42663
Intermediate Similarity	0.7252	NPC223690
Intermediate Similarity	0.7252	NPC217748
Intermediate Similarity	0.7252	NPC290005
Intermediate Similarity	0.7252	NPC73492
Intermediate Similarity	0.7252	NPC251735
Intermediate Similarity	0.7252	NPC328155
Intermediate Similarity	0.7252	NPC7715
Intermediate Similarity	0.7225	NPC478092
Intermediate Similarity	0.7225	NPC478091
Intermediate Similarity	0.7225	NPC30182
Intermediate Similarity	0.7225	NPC473589
Intermediate Similarity	0.7212	NPC473716
Intermediate Similarity	0.7212	NPC475754
Intermediate Similarity	0.7212	NPC475597
Intermediate Similarity	0.7207	NPC286119
Intermediate Similarity	0.7207	NPC239584
Intermediate Similarity	0.7197	NPC475180
Intermediate Similarity	0.7191	NPC153365
Intermediate Similarity	0.7181	NPC478093
Intermediate Similarity	0.7168	NPC82763
Intermediate Similarity	0.7162	NPC475479
Intermediate Similarity	0.7162	NPC243454
Intermediate Similarity	0.7149	NPC257728
Intermediate Similarity	0.7143	NPC135772
Intermediate Similarity	0.7137	NPC314946
Intermediate Similarity	0.713	NPC477561
Intermediate Similarity	0.713	NPC257269
Intermediate Similarity	0.713	NPC312918
Intermediate Similarity	0.713	NPC230276
Intermediate Similarity	0.713	NPC155442
Intermediate Similarity	0.713	NPC476574
Intermediate Similarity	0.7107	NPC170101
Intermediate Similarity	0.7106	NPC257266
Intermediate Similarity	0.7085	NPC40496
Intermediate Similarity	0.7085	NPC119068
Intermediate Similarity	0.7085	NPC258695
Intermediate Similarity	0.7085	NPC470879
Intermediate Similarity	0.7082	NPC119818
Intermediate Similarity	0.7082	NPC328700
Intermediate Similarity	0.7082	NPC202771
Intermediate Similarity	0.7082	NPC2173
Intermediate Similarity	0.708	NPC230098
Intermediate Similarity	0.708	NPC14507
Intermediate Similarity	0.708	NPC47077
Intermediate Similarity	0.708	NPC214116
Intermediate Similarity	0.7072	NPC293093
Intermediate Similarity	0.7069	NPC242728
Intermediate Similarity	0.7059	NPC2314
Intermediate Similarity	0.7054	NPC474506
Intermediate Similarity	0.7054	NPC32413
Intermediate Similarity	0.7034	NPC11708
Intermediate Similarity	0.7026	NPC267414
Intermediate Similarity	0.7021	NPC477666
Intermediate Similarity	0.7013	NPC234318
Intermediate Similarity	0.7009	NPC474507
Intermediate Similarity	0.7	NPC471563
Intermediate Similarity	0.7	NPC469816
Intermediate Similarity	0.7	NPC469815
Remote Similarity	0.6992	NPC80472
Remote Similarity	0.6991	NPC156576
Remote Similarity	0.6983	NPC314914
Remote Similarity	0.6983	NPC50548
Remote Similarity	0.6983	NPC328856
Remote Similarity	0.6983	NPC478046
Remote Similarity	0.6983	NPC478047
Remote Similarity	0.6983	NPC321226
Remote Similarity	0.6983	NPC180210
Remote Similarity	0.6982	NPC152680
Remote Similarity	0.6982	NPC190783
Remote Similarity	0.6982	NPC251580
Remote Similarity	0.6982	NPC232386
Remote Similarity	0.6982	NPC129518
Remote Similarity	0.6982	NPC12424
Remote Similarity	0.6982	NPC41376
Remote Similarity	0.6968	NPC109925
Remote Similarity	0.6966	NPC316164
Remote Similarity	0.6964	NPC114364
Remote Similarity	0.6964	NPC23219
Remote Similarity	0.6964	NPC320223
Remote Similarity	0.6955	NPC284236
Remote Similarity	0.6955	NPC316368
Remote Similarity	0.6951	NPC229166
Remote Similarity	0.6951	NPC199465
Remote Similarity	0.6951	NPC128560
Remote Similarity	0.6947	NPC248642
Remote Similarity	0.6947	NPC116284
Remote Similarity	0.6947	NPC476575
Remote Similarity	0.6942	NPC478048
Remote Similarity	0.6941	NPC24465
Remote Similarity	0.694	NPC144314
Remote Similarity	0.694	NPC204580
Remote Similarity	0.6937	NPC108434
Remote Similarity	0.6937	NPC115284
Remote Similarity	0.6937	NPC10908
Remote Similarity	0.6937	NPC317145
Remote Similarity	0.6937	NPC276890
Remote Similarity	0.6937	NPC76682
Remote Similarity	0.6937	NPC475215
Remote Similarity	0.6937	NPC227060
Remote Similarity	0.6937	NPC63646
Remote Similarity	0.6937	NPC198498
Remote Similarity	0.6937	NPC317439
Remote Similarity	0.6933	NPC32154
Remote Similarity	0.692	NPC173416
Remote Similarity	0.692	NPC148709
Remote Similarity	0.692	NPC112575
Remote Similarity	0.692	NPC476577
Remote Similarity	0.6917	NPC3921
Remote Similarity	0.6916	NPC302275
Remote Similarity	0.691	NPC124302
Remote Similarity	0.691	NPC83019
Remote Similarity	0.691	NPC215098
Remote Similarity	0.691	NPC73020
Remote Similarity	0.691	NPC70290
Remote Similarity	0.691	NPC46744
Remote Similarity	0.691	NPC14622
Remote Similarity	0.6909	NPC13916
Remote Similarity	0.6909	NPC264850
Remote Similarity	0.6907	NPC254581
Remote Similarity	0.6897	NPC149962
Remote Similarity	0.6897	NPC470646
Remote Similarity	0.6897	NPC125924
Remote Similarity	0.6894	NPC201055
Remote Similarity	0.6894	NPC64576
Remote Similarity	0.6894	NPC254045
Remote Similarity	0.6894	NPC151470
Remote Similarity	0.6889	NPC329816
Remote Similarity	0.688	NPC123859
Remote Similarity	0.6875	NPC477558
Remote Similarity	0.6872	NPC275132
Remote Similarity	0.6864	NPC121275
Remote Similarity	0.6864	NPC238530
Remote Similarity	0.6864	NPC286135
Remote Similarity	0.6864	NPC232514

Drug Structure

NPD8152 OpenBabel08211713002D 58 66 0 0 1 0 0 0 0 0999 V2000 3.3412 1.6643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0492 -0.2714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5317 2.1498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8188 -1.7053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4169 -4.8298 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8245 3.1178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6304 -0.3960 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9295 0.2727 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5020 0.2112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6625 -1.2418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1027 -2.0059 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2437 -2.5513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0994 -2.2955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5530 -0.4363 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5370 -3.2583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5022 1.1801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2104 -0.7560 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5319 1.1811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4018 -1.3373 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6629 -0.2731 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4723 -1.6099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8234 -1.7260 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6934 -2.2100 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.8741 -2.9472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9446 -3.2199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8238 0.2114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5324 -1.7253 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5322 -0.7564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0152 -0.2727 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8540 -0.7568 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8240 1.1804 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6632 1.6647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3712 -0.2717 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2106 -1.7249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3717 -2.2095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6930 -0.2721 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.0153 -2.2100 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.2288 -1.5415 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2286 -0.9413 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0152 -1.2415 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8542 -1.7257 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -1.6931 0.6966 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5750 -3.6159 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0149 1.6648 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0154 -3.1785 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6300 -2.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7160 -4.1612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6633 2.6334 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5534 -2.0463 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.9309 -2.3730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5733 -3.1572 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3709 0.6970 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0989 -0.1869 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.7009 0.6686 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.3464 -4.5572 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0147 2.6335 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6635 -3.8981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 18 1 0 0 0 0 4 41 1 0 0 0 0 5 48 1 0 0 0 0 6 49 1 0 0 0 0 7 8 1 0 0 0 0 7 19 1 0 0 0 0 8 40 1 0 0 0 0 9 16 2 0 0 0 0 9 20 1 0 0 0 0 10 20 1 0 0 0 0 11 19 2 0 0 0 0 11 24 1 0 0 0 0 12 21 2 0 0 0 0 12 25 1 0 0 0 0 13 23 1 0 0 0 0 13 50 1 0 0 0 0 14 54 1 0 0 0 0 15 51 1 0 0 0 0 15 52 1 0 0 0 0 16 32 1 0 0 0 0 17 33 2 0 0 0 0 17 34 1 0 0 0 0 18 43 2 0 0 0 0 18 53 1 0 0 0 0 19 21 1 0 0 0 0 20 26 2 0 0 0 0 21 39 1 0 0 0 0 22 10 1 1 0 0 0 22 37 1 0 0 0 0 22 41 1 0 0 0 0 23 27 1 0 0 0 0 23 42 1 6 0 0 0 24 25 2 0 0 0 0 24 44 1 0 0 0 0 25 48 1 0 0 0 0 26 31 1 0 0 0 0 27 28 2 0 0 0 0 27 35 1 0 0 0 0 28 33 1 0 0 0 0 29 26 1 1 0 0 0 29 30 1 0 0 0 0 29 41 1 0 0 0 0 30 36 1 0 0 0 0 30 42 1 1 0 0 0 31 32 2 0 0 0 0 31 45 1 0 0 0 0 32 49 1 0 0 0 0 33 53 1 0 0 0 0 34 35 2 0 0 0 0 34 51 1 0 0 0 0 35 52 1 0 0 0 0 36 28 1 1 0 0 0 36 54 1 0 0 0 0 37 42 1 6 0 0 0 37 46 1 0 0 0 0 38 39 1 0 0 0 0 38 47 2 0 0 0 0 38 50 1 0 0 0 0 39 14 1 1 0 0 0 39 40 1 0 0 0 0 40 55 1 0 0 0 0 44 56 1 0 0 0 0 45 57 1 0 0 0 0 46 58 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001309
DrugBank	DB05109
ChEMBL	CHEMBL450449
IUPHAR/BPS	2774
PharmaGKB	PA165958349
KEGG Drug
PubChem CID	108150
ChEBI	84050
CAS Number	114899-77-3

Drug Properties

Molecular Weight	761.26
ALogP	-0.4285
MLogP	4.1
XLogP	1.694
HDA	7
HBD	4
Rotatable Bonds	13
TPSA	194.02
RO5 Violation	0